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BEC

BEC structure

CAS No:
63107-40-4
Formula:
C5H12BNO4S
Chemical Name:
BEC
Synonyms:
(2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid;bec;NSC77838;HMS3743E15;NSC-77838;Alanine,3-[(2-boronoethyl)thio]-(7ci);DS-006407;(S)-2-Amino-3-(2-boronoethylthio)propanoic acid
Categories:
Organic Chemistry > Boron Compounds

Description

S-(2-boronoethyl)-L-cysteine is l-cysteine substituted at sulfur by a 2-boronoethyl group. It is an organoboron compound, a L-cysteine thioether and a non-proteinogenic L-alpha-amino acid.

BEC Basic Attributes

Molecular Weight：

193.03

Exact Mass：

193.058

DSSTox ID：

DTXSID00432180

Characteristics

PSA：

129

Density：

1.372±0.06 g/cm3(Predicted)

Drug Information

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

MeSH Entry Terms：

(2-boronoethyl)-cysteine

BEC Use and Manufacturing

L-Arginine serves as a common substrate for both nitric oxide synthase (NOS) and arginase in the cell. NOS catalyzes the oxidation of arginine to citrulline and NO with Nω-hydroxy-L-arginine (NOHA) formed as an intermediate. Arginase, on the other hand, catalyzes the hydrolysis of arginine into urea and L-ornithine. BEC is a potent slow-binding competitive inhibitor of recombinant rat liver arginase I with a Ki of 0.4-0.6 μM. It is also a potent inhibitor of human arginase II with Ki values of 0.31 μM and 30 nM at pH 7.5 and 9.5, respectively. It does not inhibit murine iNOS at concentrations up to 1 mM. BEC significantly enhances NO-dependent relaxation of human penile corpus canvernosum smooth muscle in vitro at concentrations between 0.1-1.0 mM.

Computed Properties

Molecular Weight:193.03
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:193.0580092
Monoisotopic Mass:193.0580092
Topological Polar Surface Area:129
Heavy Atom Count:12
Complexity:145
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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BEC

CAS No.: 63107-40-4

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