ChemicalBook > CAS DataBase List > BEC

BEC

Product Name
BEC
CAS No.
63107-40-4
Chemical Name
BEC
Synonyms
BEC;S-(2-BORONOETHYL)-L-CYSTEINE;L-Cysteine, S-(2-boronoethyl)-;Arginase II(BEC hydrochloride);(2S)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid
CBNumber
CB0700230
Molecular Formula
C5H12BNO4S
Formula Weight
193.03
MOL File
63107-40-4.mol
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BEC Property

Boiling point:
451.6±55.0 °C(Predicted)
Density 
1.372±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
PBS (pH 7.2): 5 mg/ml
form 
powder
pka
2.10±0.10(Predicted)
color 
white to beige
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1384
Product name
BEC hydrochloride
Purity
≥98% (HPLC)
Packaging
5mg
Price
$173
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1384
Product name
BEC hydrochloride
Purity
≥98% (HPLC)
Packaging
25mg
Price
$693
Updated
2024/03/01
Cayman Chemical
Product number
10170
Product name
BEC
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
10170
Product name
BEC
Purity
≥98%
Packaging
5mg
Price
$161
Updated
2024/03/01
Cayman Chemical
Product number
10170
Product name
BEC
Purity
≥98%
Packaging
10mg
Price
$283
Updated
2024/03/01
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BEC Chemical Properties,Usage,Production

Uses

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.

Definition

ChEBI: 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.

Biochem/physiol Actions

BEC (S-(2-boronoethyl)-l-cysteine) is a potent and specific arginase inhibitor that restores flow-induced responses in arterioles from diabetic rats.

Enzyme inhibitor

This boronic acid-containing arginine analogue (FW = 190.00 g/mol; CAS 63107-40-4; Abbreviation: BEC) is a slow, tight-binding competitive inhibitor of arginase (Reaction: L-Arginine + H2O ? Urea + L-Ornithine), the binuclear manganese metalloenzyme catalyzing the last step in the Urea Cycle. Upon binding, the boronic acid moiety undergoes nucleophilic attack by the enzyme’s metal-bridging hydroxide ion, yielding a tetrahedral boronate anion that bridges the binuclear manganese cluster and mimics the tetrahedral intermediate (or a flanking transition state configuration) in arginase catalysis. BEC 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. Inhibition of arginase by BEC increases the circulating concentration of arginine, thereby increasing nitric oxide synthesis and significantly enhancing NO-dependent smooth muscle relaxation in human penile corpus cavernosum. Arginase is thus a potential druggable target for the treatment of erectile dysfunction.

BEC Preparation Products And Raw materials

Raw materials

Preparation Products

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63107-40-4, BECRelated Search:


  • BEC
  • S-(2-BORONOETHYL)-L-CYSTEINE
  • L-Cysteine, S-(2-boronoethyl)-
  • (2S)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid
  • Arginase II(BEC hydrochloride)
  • 63107-40-4