From tamasgunda@tigris.klte.hu Tue Nov 18 02:33:52 1997 Received: from tigris.klte.hu for tamasgunda@tigris.klte.hu by www.ccl.net (8.8.3/950822.1) id CAA26165; Tue, 18 Nov 1997 02:15:48 -0500 (EST) Message-Id: <199711180715.CAA26165@www.ccl.net> Received: from anti02 (anti02.chem.klte.hu) by tigris.klte.hu (MX V4.1 VAX) with SMTP; Tue, 18 Nov 1997 08:07:49 +0100 Comments: Authenticated sender is From: "Tamas Gunda" To: chemistry@www.ccl.net Date: Tue, 18 Nov 1997 08:07:47 +1 MIME-Version: 1.0 Content-Type: text/plain; charset=ISO-8859-1 Content-Transfer-Encoding: Quoted-printable Subject: summary, medicinal chemistry Priority: normal X-mailer: Pegasus Mail for Windows (v2.42a) A few days ago my original question was: >... could suggest me an alternative book for >T. Nogrady's Medicinal Chemistry. This book has a >biochemical point of view instead of the "classical" >treatment of the subject, it contains ample >informations about the different receptors, >physicochemical principles of drug action, mode of >action etc. Unfortunately, its last edition is already >10 years old. I am looking for a similar but newer >book... Thanks for everybody for the answers! Here they are: =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D There is a very interesting book dealing with Medecinal Chemistry edited by C. Wermuth : "The practice of Medecinal Chemistry" Academic Press 1996 ISBN 0-12-744640-0 Contents Part I General Aspects of Medecinal Chemistry Part II Drug targets and Lead Compound Discovery Strategies Part III Primary Exploration of SAR Part IV Substituents and Functions : Qualitative and Quantitative Aspects of SAR PART V Spatial Organization, Receptor Mapping and Molecular Modelling Part Part VI Chemical Modifications Influencing the Pharmacokinetic Properties Part VII Pharmaceutical and Chemical Formulation Problems Part VIII Development of New Drugs : Legal and Economic Aspects. Regards, Fred Ooms =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D A couple of other more recent "basic" medicinal chemistry books that may be to your liking are: Gringauz, A., Introduction to medicinal chemistry: how drugs work and why. Wiley-VCH, 1997, ISBN 0-471-18545-0 Patrick, G- L., An introduction to medicinal chemistry. Oxford Univ. Press, 1995, ISBN 0-19-855871-6 Kindest regards, S. Shapiro toukie@zui.unizh.ch =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D Dear Tamas, Try the following book: Medicinal Chemistry - Principles and Practice Ed. FD King Publ. Royal Soc. of Chem. Information Services, London, 1994 ISBN 0-85186-494-5 price: =A339,50 It contains chapters on drug-receptor interactions, signal transduction and second messengers, pharmacokinetics, drug metabolism, drug design, QSAR, comp.chem., mol. biology, HTS etc. etc. Best wishes, Peter Willemsen Jotun A/S Norway =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D Dr. Gunda: Richard Silverman wrote an excellent learning textbook on drug discovery in 1995. Sorry I don't know the publisher or title, but you can search by author to find it. Dr. Kent Stewart Department of Structural Biology Abbott Laboratories Chicago, IL United States of America =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D Burger's Medicinal Chemistry -- Tim =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D Take a look at: "A Textbook of Drug Design and Development", Editors: Povl Krogsgaard-Larsen, Tommy Liljefors and Ulf Madsen, 2nd edition, Harwood Academic Publishers, Amsterdam, 1996. This may be the book you are looking for. Best regards Tommy Liljefors ----- * Tommy Liljefors, Research professor * Dept. of Medicinal Chemistry * The Royal Danish School of Pharmacy * Universitetsparken 2 * DK-2100 Copenhagen, Denmark * tel.: +45-35376777-505, +45-35370850, FAX: +45-35372209 * Internet: tommy@medchem.dfh.dk =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D= =3D=3D=3D=3D=3D=3D=3D=3D=3D=3D ************************************************************************ Dr Tamas E. Gunda phone: (+36-52) 316666 ext 2479 Research Group of Antibiotics fax : (+36-52) 310936 L. Kossuth University e-mail: tamasgunda@tigris.klte.hu POBox 36 H-4010 Debrecen Hungary ************************************************************************ From jan.hrusak@jh-inst.cas.cz Tue Nov 18 03:33:51 1997 Received: from fikus.jh-inst.cas.cz for jan.hrusak@jh-inst.cas.cz by www.ccl.net (8.8.3/950822.1) id DAA26473; Tue, 18 Nov 1997 03:02:33 -0500 (EST) Received: from tracy.jh-inst.cas.cz (tracy.jh-inst.cas.cz [147.231.29.251]) by fikus.jh-inst.cas.cz (8.7.6/8.7.3) with ESMTP id JAA13461 for ; Tue, 18 Nov 1997 09:02:06 +0100 Received: from TRACY/SpoolDir by tracy.jh-inst.cas.cz (Mercury 1.31); 18 Nov 97 09:02:07 +0100 Received: from SpoolDir by TRACY (Mercury 1.31); 18 Nov 97 09:01:57 +0100 Received: from pc9101.jh-inst.cas.cz by tracy.jh-inst.cas.cz (Mercury 1.31); 18 Nov 97 09:01:53 +0100 Received: by pc9101.jh-inst.cas.cz with Microsoft Mail id <01BCF400.A7E96740@pc9101.jh-inst.cas.cz>; Tue, 18 Nov 1997 09:02:11 +-100 Message-ID: <01BCF400.A7E96740@pc9101.jh-inst.cas.cz> From: Jan Hrusak To: "'CHEMISTRY@www.ccl.net'" Subject: symmetry breaking in G94/DFT Date: Tue, 18 Nov 1997 09:02:09 +-100 Encoding: 22 TEXT Dear netters, after a while I came back to some DFT calculations using (G94 Rev.E) The system is M-SCN and has only Cs symmetry. However, in few cases I obtained the following output: Density matrix breaks symmetry, PCut= 6.29D-07 Density has only Abelian symmetry. No unpruned grid is available for this atom. Gradient too large for Newton-Raphson or scaled steepest descent -- use steepest descent instead. Density matrix breaks symmetry, PCut= 6.29D-07 Rerun with SCF=IntRep. Error termination via Lnk1e in /usr/zrz//g94/l508.exe. Is there a way how to avoid this program stop? I could not find anything in the manual. Jan Hrusak hrusak@jh-inst.cas.cz From laurent@crypt.u-strasbg.fr Tue Nov 18 05:33:51 1997 Received: from crypt.u-strasbg.fr for laurent@crypt.u-strasbg.fr by www.ccl.net (8.8.3/950822.1) id EAA26787; Tue, 18 Nov 1997 04:39:52 -0500 (EST) Received: (from laurent@localhost) by crypt.u-strasbg.fr (951211.SGI.8.6.12.PATCH1042/8.6.10) id KAA02939; Tue, 18 Nov 1997 10:35:18 +0100 Date: Tue, 18 Nov 1997 10:35:18 +0100 (MET) From: Laurent TROXLER To: Anatoli Korkin cc: chemistry@www.ccl.net, korkin@act.sps.mot.com Subject: Re: CCL:pseudo-potentials for lanthanides In-Reply-To: <199711171739.KAA14083@merchant.sps.mot.com> Message-ID: MIME-Version: 1.0 Content-Type: TEXT/PLAIN; charset=US-ASCII > Dear CCLers, > > Can you advise me regarding pseudo-potentials for lanthanides? > Thermochemistry of compoundes, which include lanthanides is > of the primary interest, but other properties are of interest too. > I would suggest you to have a look on the web site of the University of stuttgart where a lot of pseudopotentials are repertoried : http://www.theochem.uni-stuttgart.de/pseudopotentiale/ Best regards, Laurent Troxler ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, @@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@/\@@/\@@/\@@@@ Laurent TROXLER / \/ \/ \ Lab. Modelisation et Simulations Moleculaires / /\/ /\/ /\ \ Universite Louis Pasteur \ \/ /\/ /\/ / 4, rue Blaise Pascal \ \/\ \/\ \/ 67070 Strasbourg (France) /\ \/\ \/\ \ E-mail: troxler@crypt.u-strasbg.fr / /\/ /\/ /\ \ Tel : (33) 3 88 41 62 87 \ \/ /\/ /\/ / @@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@@\@@/\@@/\@@/@@@ """"""""""""""""""""""""""""""""""""""""""""""""""\/""\/""\/"""" From frj@dou.dk Tue Nov 18 06:33:51 1997 Received: from gamma.dou.dk for frj@dou.dk by www.ccl.net (8.8.3/950822.1) id GAA27164; Tue, 18 Nov 1997 06:28:54 -0500 (EST) Received: from localhost (frj@localhost) by gamma.dou.dk (8.8.6/8.8.4) with SMTP id MAA08959 for ; Tue, 18 Nov 1997 12:28:53 +0100 (MET) Date: Tue, 18 Nov 1997 12:28:53 +0100 (MET) From: Frank Jensen To: chemistry@www.ccl.net Subject: HF and EC bond lengths Message-ID: MIME-Version: 1.0 Content-Type: TEXT/PLAIN; charset=US-ASCII Dear All, For 'normal' organic molecules the general trend is that Hartree-Fock geometries have bond lengths which are too short (at least when sufficiently large basis sets are used). Addition of electron correlation increases the bond lengths, and MP2 with a large basis set is often surprisingly close to the experimental value. This behavior is often rationalized by arguing that the Hartree-Fock wave function has the wrong dissociation limit, and by the fact that electron correlation in general increases as a function of bond length. For metal coordinated species (e.g. ferocene), however, the observed trend is normally the opposite, i.e. Hartree-Fock geometries have too long bond lengths and electron correlation makes them shorter. MP2 normally is quite poor in these cases, and overshoots the correlation effect significantly. Coupled cluster method (e.g. CCSD) give quite good geometries, as does DFT. Does anyone have a good rational for this change in behavior? The arguments for the 'normal' molecules should be equally valid for the metal coordinates species, but the observed trend is the opposite. Frank From wibke@theochem.uni-duesseldorf.de Tue Nov 18 13:33:55 1997 Received: from lithium.theochem.uni-duesseldorf.de for wibke@theochem.uni-duesseldorf.de by www.ccl.net (8.8.3/950822.1) id NAA28672; Tue, 18 Nov 1997 13:02:34 -0500 (EST) Received: from caesium.theochem.uni-duesseldorf.de (caesium.theochem.uni-duesseldorf.de [134.99.82.7]) by lithium.theochem.uni-duesseldorf.de (8.8.3/8.8.3) with ESMTP id TAA11960; Tue, 18 Nov 1997 19:02:21 +0100 (MET) Received: (from wibke@localhost) by caesium.theochem.uni-duesseldorf.de (8.8.3/8.8.3) id TAA08015; Tue, 18 Nov 1997 19:02:21 +0100 (MET) Date: Tue, 18 Nov 1997 19:02:21 +0100 (MET) From: Wibke Sudholt Message-Id: <199711181802.TAA08015@caesium.theochem.uni-duesseldorf.de> To: chemistry@www.ccl.net Cc: wibke@lithium.theochem.uni-duesseldorf.de Subject: Visualization of MOLCAS MOs Mime-Version: 1.0 Content-Type: text/plain; charset=us-ascii Content-Transfer-Encoding: 7bit Content-MD5: 4VQBd+SPK98KZAcPprJTUw== Dear CCLers, does anybody out there knows of a program (preferably freeware or shareware) which can visualize MOs from MOLCAS 3 or 4 output? Or has perhaps someone written a routine which can do this job (for example, by converting them to another format)? Any help or suggestions are welcome. I will summarize. Thanks for your attention Dipl.-Chem. Wibke Sudholt Institute of Theoretical Chemistry Heinrich-Heine-University Duesseldorf Germany wibke@theochem.uni-duesseldorf.de From joe@mickey.chem.luc.edu Tue Nov 18 14:33:56 1997 Received: from mickey.chem.luc.edu for joe@mickey.chem.luc.edu by www.ccl.net (8.8.3/950822.1) id OAA29701; Tue, 18 Nov 1997 14:14:11 -0500 (EST) Received: by mickey.chem.luc.edu (940816.SGI.8.6.9/940406.SGI.AUTO) for chemistry@www.ccl.net id NAA01782; Tue, 18 Nov 1997 13:18:52 -0600 From: joe@mickey.chem.luc.edu (Joseph S Brunzelle) Message-Id: <9711181318.ZM1780@mickey.chem.luc.edu> Date: Tue, 18 Nov 1997 13:18:45 -0600 X-Mailer: Z-Mail (3.2.0 26oct94 MediaMail) To: chemistry@www.ccl.net Subject: uv software Mime-Version: 1.0 Content-Type: text/plain; charset=us-ascii Aer there any recommendations for software that will calculate uv spectrum of some cmpds? Either reply direct or to the list Thank You -- ------------------------------------------------------------------------ Joseph S. Brunzelle (joe@mickey.chem.luc.edu) Loyola University of Chicago Dept. of Chemistry Chicago, IL 60626 Tel. 773-508-3132 Fax. 773-508-3086 ------------------------------------------------------------------------- From istvan@bioorg.ee.cua.edu Tue Nov 18 17:33:58 1997 Received: from pluto.ee.cua.edu for istvan@bioorg.ee.cua.edu by www.ccl.net (8.8.3/950822.1) id RAA00917; Tue, 18 Nov 1997 17:07:13 -0500 (EST) Received: from bioorg.ee.cua.edu (bioorg.ee.cua.edu [136.242.140.81]) by pluto.ee.cua.edu (8.8.5/8.8.5) with SMTP id RAA11263 for <@pluto.ee.cua.edu:chemistry@www.ccl.net>; Tue, 18 Nov 1997 17:12:29 -0500 Received: by bioorg.ee.cua.edu (951211.SGI.8.6.12.PATCH1502/940406.SGI.AUTO) id RAA01515; Tue, 18 Nov 1997 17:17:41 -0500 From: "Istvan Enyedy" Message-Id: <9711181717.ZM1513@bioorg.ee.cua.edu> Date: Tue, 18 Nov 1997 17:17:39 -0500 Reply-to: istvan@bioorg.ee.cua.edu X-Mailer: Z-Mail (3.2.2 10apr95 MediaMail) To: chemistry@www.ccl.net Subject: Summary: proton transfer in biological systems Cc: istvan@bioorg.ee.cua.edu Mime-Version: 1.0 Content-Type: text/plain; charset=us-ascii A few weeks ago I posted the following: I would like to ask if any of you has information about theoretical calculations for proton transfer in biological systems. I am interested to know the time scale of these processes and the geometry for proton transfer to an acceptor. Many thanks to Dr. Steve Scheiner, Dr. Jason Lye, Dr. Konrad Hinsen, Dr. Gustavo A. Mercier. All the references and suggestions are very helpful. These are the answers I received: 1. you had posted a question on the CCL about proton transfer in biological systems. i have worked in certain aspects of this problem for a while, esp ab initio calculations of proton transfers. i can list a few refs for you, to my own work, but they will also include refs to others as well: Acc. Chem. Res. 1994 27, 402-408 J. Am. Chem. Soc. 1995 117, 1344-1351 J. Phys. Chem. 1996 100 9235-9241 J. Am. Chem. Soc. 1995 117, 6970-6975 J. Phys. Chem. A 1997 101 5901-5909 Chem. Phys. Lett. 1996 262 567-572 J. Mol. Struct., Theochem 1994 307, 65-71 J. Am. Chem. Soc. 1993 115, 1958-1963 J. Phys. Chem. 1993 97, 1765-1769 and also a book devoted to H-bonding, containing sections dealing with proton transfers: S. Scheiner, Hydrogen Bonding. A Theoretical Perspective, Oxford University Press, 1997 ----- Steve Scheiner, Professor scheiner@chem.siu.edu Dept. of Chemistry & Biochemistry Mail Stop 4409 Southern Illinois University Carbondale Illinois 62901 ph: 618/453-6476 fax: 618/453-6408 2) Excited State Intramolecular Proton Transfer (ESIPT) is usually extremely fast. Time resolved spectroscopy has shown that ESIPT takes place within 200 femtoseconds in hydroxybenzotriazoles; Ground state back transfer takes an additional 500 fs. Here are a few references: H. E. A. Kramer et al. (Eds.), "Studies in Organic Chemistry. 40. Photochromism. Molecules and Systems." Elsiver, Amsterdam, (1990). C. Merritt et al., "Transient Absorption SPectra of 2-Hydroxybenzophenone Photostabilizers", Chem. Phys. Lett., 69, 169-73, (1980). M. Wiechmann, H. Port, W. Frey, L. Larmer, T. Elsasser, "Time resolved spectroscopy of ultrafast proton transfer in 2-(2'-Hydroxy-5'-methylphenyl)benzotriazole in liquid and polymer environments", J. Phys. Chem., 95, 1918-23, (1991) Proton Transfer Modeling: V.Enchev, "AM1 study of Ground state intramolecular proton transfer reaction in 2-(2'-Hydroxy-5'-methylphenyl)benzotriazole and 2-(2'-Hydroxyphenyl)benzotriazole", J. Mol. Struct., 288, 63-66, (1993) (but, my advice is not to use AM1 for this as it is known from x-ray crytallography that the compounds Enchev is talking about are planar. Use PM3 instead - it is better at reproducing Hydrogen bonds.) Here is another that you may want to look at: R. L. Redington et al., J. Phys. Chem., 95, 10284-94, (1991) Hope that this helps you, Jason -- _______________________________________________________________________________ Jason Lye, | Dye Synthesis Research Group, | College Of Textiles, Box 8301, | "Too much of a North Carolina State University, | good thing is wonderful" Raleigh, N.C. 27695 - 8301 | | - Mae West. Ph: (919) 515-6615 | jlye@tx.ncsu.edu | _______________________________________________________________________________ 3) I can't offer anything on biological systems, but I did do detailed calculations of proton transfer in acetylacetone, a small organic molecule. It's published in J. Chem. Phys. 106, 3567 (1997). -- ------------------------------------------------------------------------------- Konrad Hinsen | E-Mail: hinsen@ibs.ibs.fr Laboratoire de Dynamique Moleculaire | Tel.: +33-4.76.88.99.28 Institut de Biologie Structurale | Fax: +33-4.76.88.54.94 41, av. des Martyrs | Deutsch/Esperanto/English/ 38027 Grenoble Cedex 1, France | Nederlands/Francais 4) A while back I was following this topic (ie. '80's). Dr. Schneider from Illinois-Champaign did a lot of work with HF computations, and simple systems to model the functional groups of relevance to proteins. You can try to search under his name for relevant paper. Janet Del Bene is another person, but she has been more interested in very high level computations with correlation and very large basis sets looking at technical issues in the computation of proton affinities. Good Luck! Bye! -- ("`-/")_.-'"``-._ Gustavo A. Mercier,Jr.,MD,PhD (. . `) -._ )-;-,_() Division of Nuclear Medicine (v_,)' _ )`-.\ ``- Dept. of Radiology _;- _,-_/ / ((,' University of Pennsylvania ((,.-' ((,/ 3400 Spruce St. gmercier@mail.med.upenn.edu Philadelphia, PA 19104 215-662-3069/3091 fax: 215-349-5843 -- ************************************************* Istvan Enyedy The Catholic University of America Chemistry Department/ Maloney Hall Washington DC 20064 email istvan@bioorg.ee.cua.edu phone 202-319-5349 or 5707 fax 202-319-5381 ************************************************** From istvan@bioorg.ee.cua.edu Tue Nov 18 18:34:11 1997 Received: from pluto.ee.cua.edu for istvan@bioorg.ee.cua.edu by www.ccl.net (8.8.3/950822.1) id RAA01413; Tue, 18 Nov 1997 17:50:26 -0500 (EST) Received: from bioorg.ee.cua.edu (bioorg.ee.cua.edu [136.242.140.81]) by pluto.ee.cua.edu (8.8.5/8.8.5) with SMTP id RAA12550 for <@pluto.ee.cua.edu:chemistry@www.ccl.net>; Tue, 18 Nov 1997 17:55:09 -0500 Received: by bioorg.ee.cua.edu (951211.SGI.8.6.12.PATCH1502/940406.SGI.AUTO) for chemistry@www.ccl.net id SAA01685; Tue, 18 Nov 1997 18:00:21 -0500 From: "Istvan Enyedy" Message-Id: <9711181800.ZM1683@bioorg.ee.cua.edu> Date: Tue, 18 Nov 1997 18:00:19 -0500 Reply-to: istvan@bioorg.ee.cua.edu X-Mailer: Z-Mail (3.2.2 10apr95 MediaMail) To: chemistry@www.ccl.net Subject: Summary: proton transfer in biological systems Mime-Version: 1.0 Content-Type: text/plain; charset=us-ascii Dear Netters: A few weeks ago I posted the following: I would like to ask if any of you has information about theoretical calculations for proton transfer in biological systems. I am interested to know the time scale of these processes and the geometry for proton transfer to an acceptor. Many thanks to Dr. Steve Scheiner, Dr. Jason Lye, Dr. Konrad Hinsen, Dr. Gustavo A. Mercier. All the references and suggestions are very helpful. These are the answers I received: 1. you had posted a question on the CCL about proton transfer in biological systems. i have worked in certain aspects of this problem for a while, esp ab initio calculations of proton transfers. i can list a few refs for you, to my own work, but they will also include refs to others as well: Acc. Chem. Res. 1994 27, 402-408 J. Am. Chem. Soc. 1995 117, 1344-1351 J. Phys. Chem. 1996 100 9235-9241 J. Am. Chem. Soc. 1995 117, 6970-6975 J. Phys. Chem. A 1997 101 5901-5909 Chem. Phys. Lett. 1996 262 567-572 J. Mol. Struct., Theochem 1994 307, 65-71 J. Am. Chem. Soc. 1993 115, 1958-1963 J. Phys. Chem. 1993 97, 1765-1769 and also a book devoted to H-bonding, containing sections dealing with proton transfers: S. Scheiner, Hydrogen Bonding. A Theoretical Perspective, Oxford University Press, 1997 ----- Steve Scheiner, Professor scheiner@chem.siu.edu Dept. of Chemistry & Biochemistry Mail Stop 4409 Southern Illinois University Carbondale Illinois 62901 ph: 618/453-6476 fax: 618/453-6408 2) Excited State Intramolecular Proton Transfer (ESIPT) is usually extremely fast. Time resolved spectroscopy has shown that ESIPT takes place within 200 femtoseconds in hydroxybenzotriazoles; Ground state back transfer takes an additional 500 fs. Here are a few references: H. E. A. Kramer et al. (Eds.), "Studies in Organic Chemistry. 40. Photochromism. Molecules and Systems." Elsiver, Amsterdam, (1990). C. Merritt et al., "Transient Absorption SPectra of 2-Hydroxybenzophenone Photostabilizers", Chem. Phys. Lett., 69, 169-73, (1980). M. Wiechmann, H. Port, W. Frey, L. Larmer, T. Elsasser, "Time resolved spectroscopy of ultrafast proton transfer in 2-(2'-Hydroxy-5'-methylphenyl)benzotriazole in liquid and polymer environments", J. Phys. Chem., 95, 1918-23, (1991) Proton Transfer Modeling: V.Enchev, "AM1 study of Ground state intramolecular proton transfer reaction in 2-(2'-Hydroxy-5'-methylphenyl)benzotriazole and 2-(2'-Hydroxyphenyl)benzotriazole", J. Mol. Struct., 288, 63-66, (1993) (but, my advice is not to use AM1 for this as it is known from x-ray crytallography that the compounds Enchev is talking about are planar. Use PM3 instead - it is better at reproducing Hydrogen bonds.) Here is another that you may want to look at: R. L. Redington et al., J. Phys. Chem., 95, 10284-94, (1991) Hope that this helps you, Jason -- _______________________________________________________________________________ Jason Lye, | Dye Synthesis Research Group, | College Of Textiles, Box 8301, | "Too much of a North Carolina State University, | good thing is wonderful" Raleigh, N.C. 27695 - 8301 | | - Mae West. Ph: (919) 515-6615 | jlye@tx.ncsu.edu | _______________________________________________________________________________ 3) I can't offer anything on biological systems, but I did do detailed calculations of proton transfer in acetylacetone, a small organic molecule. It's published in J. Chem. Phys. 106, 3567 (1997). -- ------------------------------------------------------------------------------- Konrad Hinsen | E-Mail: hinsen@ibs.ibs.fr Laboratoire de Dynamique Moleculaire | Tel.: +33-4.76.88.99.28 Institut de Biologie Structurale | Fax: +33-4.76.88.54.94 41, av. des Martyrs | Deutsch/Esperanto/English/ 38027 Grenoble Cedex 1, France | Nederlands/Francais 4) A while back I was following this topic (ie. '80's). Dr. Schneider from Illinois-Champaign did a lot of work with HF computations, and simple systems to model the functional groups of relevance to proteins. You can try to search under his name for relevant paper. Janet Del Bene is another person, but she has been more interested in very high level computations with correlation and very large basis sets looking at technical issues in the computation of proton affinities. Good Luck! Bye! -- ("`-/")_.-'"``-._ Gustavo A. Mercier,Jr.,MD,PhD (. . `) -._ )-;-,_() Division of Nuclear Medicine (v_,)' _ )`-.\ ``- Dept. of Radiology _;- _,-_/ / ((,' University of Pennsylvania ((,.-' ((,/ 3400 Spruce St. gmercier@mail.med.upenn.edu Philadelphia, PA 19104 215-662-3069/3091 fax: 215-349-5843 -- ************************************************* Istvan Enyedy The Catholic University of America Chemistry Department/ Maloney Hall Washington DC 20064 email istvan@bioorg.ee.cua.edu phone 202-319-5349 or 5707 fax 202-319-5381 **************************************************