The effect of N-methylation of amino acids (Ac-X-OMe) on solubility and conformation: a DFT study-Reference-Cited by-同舟云学术

The effect of N-methylation of amino acids (Ac-X-OMe) on solubility and conformation: a DFT study

Published:2015 Issue:39 Volume:13 Page:9993-10006
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Md. Abdur Rauf Shah¹²³⁴⁵,Arvidsson Per I.¹²³⁴⁵,Albericio Fernando¹²³⁴⁵,Govender Thavendran¹²³⁴⁵,Maguire Glenn E. M.¹²³⁴⁵,Kruger Hendrik G.¹²³⁴⁵,Honarparvar Bahareh¹²³⁴⁵

Affiliation:

1. Catalysis and Peptide Research Unit

2. School of Health Sciences

3. University of KwaZulu-Natal

4. Durban 4001

5. South Africa

Abstract

N-Methylation of amino acid derivatives (Ac-X-OMe, X = Gly, Val, Leu, Ile, Phe, Met, Cys, Ser, Asp and His) leads to an increase in aqueous solubility, lipophilicity and lowering of the cis/trans amide conformational energy barrier (E_A).

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C5OB01565K

Reference138 articles.

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5. Peptide-based immunotherapy of experimental autoimmune encephalomyelitis without anaphylaxis

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