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PMID: 7418804 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't

Unusually strong lipophilicity of 'fat' or 'super' amino-acids, including a new reference value for glycine.

Experientia ·Vol. 36 ·No. 10 ·1980-10-15 ·Pages 1203-4

Fauchère JL, Do KQ, Jow PY, Hansch C

Abstract

Lipophilic, steric, electronic, and enzyme resistance characteristics of carboranylalanine, adamantylalanine, neopentylglycine and tert-butylglycine are described. The first 2 amino-acids display lipophilicities 2 orders of magnitude higher than tryptophan.

MeSH Terms

Amino Acids Enzymes/metabolism Glycine Molecular Conformation Protein Binding Structure-Activity Relationship Water

Chemicals

Amino Acids Enzymes Water Glycine

Authors & Affiliations

4 authors, click to expand affiliations / ORCID

Fauchère J L

Do K Q

Jow P Y

Hansch C

References (4)

4 references, click to expand

Optical enantiomorphs of tertiary leucine.
J Biol Chem. 1953 Nov;205(1):221-30 PMID: 13117900
Hormone-receptor interactions. Carboranylalanine (Car) as a phenylalanine analogue: reactions with chymotrypsin.
Helv Chim Acta. 1977 Apr 20;60(3):959-63 PMID: 193808
Hormone--receptor interactions: [4-carboranylalanine, 5-leucine]-enkephalin as a structural probe for the opiate receptor.
FEBS Lett. 1977 Oct 15;82(2):325-8 PMID: 199464
Selective diffusion of neutral amino acids across lipid bilayers.
Biochim Biophys Acta. 1971 Apr 13;233(2):420-33 PMID: 5105273

Article Info

Journal

Experientia

Abbr.

Experientia

ISSN

0014-4754

DOI

10.1007/BF01976129

Published

1980-10-15

Pages

1203-4

Language

English

Region

Switzerland

NLM ID

0376547

Subset

External Links

PubMed source DOI: 10.1007/BF01976129

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Unusually strong lipophilicity of 'fat' or 'super' amino-acids, including a new reference value for glycine.

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