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
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
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.
N-Bromosuccinimide Price
- Product number
- SML1384
- Product name
- BEC hydrochloride
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $173
- Updated
- 2024/03/01
- Product number
- SML1384
- Product name
- BEC hydrochloride
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $693
- Updated
- 2024/03/01
- Product number
- 10170
- Product name
- BEC
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 10170
- Product name
- BEC
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $161
- Updated
- 2024/03/01
- Product number
- 10170
- Product name
- BEC
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $283
- Updated
- 2024/03/01
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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