Nim-Benzyl-L-histidine methyl ester dihydrochloride
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Nim-Benzyl-L-histidine methyl ester dihydrochloride

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Category
L-Amino Acids
Catalog number
BAT-000439
CAS number
93983-56-3
Molecular Formula
C14H17N3O2·2HCl
Molecular Weight
332.23
IUPAC Name
methyl 2-amino-3-(1-benzylimidazol-4-yl)propanoate;hydrochloride
Synonyms
L-His(Bzl)-OMe 2HCl
Appearance
White powder
Purity
≥ 98% (TLC)
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H17N3O2.ClH/c1-19-14(18)13(15)7-12-9-17(10-16-12)8-11-5-3-2-4-6-11;/h2-6,9-10,13H,7-8,15H2,1H3;1H
InChI Key
PDWWNBDQGDYHPH-UHFFFAOYSA-N
Canonical SMILES
COC(=O)C(CC1=CN(C=N1)CC2=CC=CC=C2)N.Cl
1. L-histidine methyl ester dihydrochloride
V H Vilchiz, R E Norman, S C Chang Acta Crystallogr C. 1996 Mar 15;52 ( Pt 3):696-8. doi: 10.1107/s0108270195013308.
The title compound, C7H13N3O2(2+).2Cl-, has distances and angles quite similar to those of histidine hydrochloride monohydrate [Donohue & Caron (1964). Acta Cryst. 17, 1178-1180], except for the distances within the ester functionality.
2. BIOSYNTHESIS OF L-TYROSINE O-SULPHATE FROM THE METHYL AND ETHYL ESTERS OF L-TYROSINE
J G JONES, K S DODGSON Biochem J. 1965 Feb;94(2):331-6. doi: 10.1042/bj0940331.
1. Rat-liver supernatant preparations are capable of achieving the biological sulphation of l-tyrosine methyl ester, the reaction proceeding maximally at a substrate concentration of 30 mm and at pH 7.0. 2. Two sulphated products are formed, one of which has been identified as l-tyrosine O-sulphate. On the basis of indirect evidence the other product can be assumed to be l-tyrosine O-sulphate methyl ester. 3. An enzyme present in rat-liver supernatant preparations is capable of converting l-tyrosine O-sulphate methyl ester into l-tyrosine O-sulphate. This enzyme is inhibited by l-tyrosine methyl ester. 4. l-Tyrosine ethyl ester also yields two sulphated products when used as an acceptor in the liver sulphating system. One of these has been identified chromatographically as l-tyrosine O-sulphate and the other may be presumed to be l-tyrosine O-sulphate ethyl ester.
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