BESTATIN HYDROCHLORIDE CAS 65391-42-6

Introduction：Basic information about BESTATIN HYDROCHLORIDE CAS 65391-42-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

BESTATIN HYDROCHLORIDE Basic information

• Product Name: BESTATIN HYDROCHLORIDE
• Synonyms: N-[(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRYL]-L-LEUCINE HYDROCHLORIDE;N-(3R-AMINO-2S-HYDROXY-1-OXO-4-PHENYLBUTYL)-L-LEUCINE, MONOHYDROCHLORIDE;[(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOYL]-L-LEUCINE HCL;[(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOYL]-L-LEUCINE HYDROCHLORIDE;(AMINO-2-HYDROXY-4-PHENYLBUTYRYL)-L-LEUCINE HYDROCHLORIDE;BESTATIN HCL;BESTATIN HYDROCHLORIDE;N-(2S,3R-3-AMINO-2-HYDROXY-4-PHENYLBUTY- RYL)-L-LEUCINE HCL
• CAS: 65391-42-6
• MF: C16H25ClN2O4
• MW: 344.83
• Product Categories: peptides;Bestatin;Pepetides;inhibitor
• Mol File: 65391-42-6.mol

BESTATIN HYDROCHLORIDE Chemical Properties

• Melting point: 216-218 °C
• storage temp.: 2-8°C
• solubility: H₂O: 25 mg/mL, clear, colorless
• form: White to off-white powder.
• color: White
• biological source: synthetic (organic)
• Water Solubility: Soluble in water (4 mg/ml, warm), DMSO (>25 mg/ml), methanol, acetic acid, dimethyl formamide, and 100% ethanol.
• BRN: 4628066
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO, distilled water, or ethanol may be stored at -20° for up to 1 month.
• InChI: 1S/C16H24N2O4.ClH/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11;/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22);1H/t12-,13+,14+;/m1./s1
• InChIKey: XGDFITZJGKUSDK-UDYGKFQRSA-N
• SMILES: O=C(N[C@@H](CC(C)C)C(O)=O)[C@@H](O)[C@H](N)CC1=CC=CC=C1.Cl[H]
• CAS DataBase Reference: 65391-42-6(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xn
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• F: 3-10
• HS Code: 29242995
• Storage Class: 11 - Combustible Solids

BESTATIN HYDROCHLORIDE Usage And Synthesis

Description

Bestatin HCl (65391-42-6) inhibits leucine aminopeptidase and aminopeptidases B and N. Inhibits leukotriene A4 hydrolase. Displays immunostimulant activity via activation of macrophages and T lymphocytes. Displays antitumor activity.

Uses

Bestatin Hydrochloride is an inhibitor of aminopeptidases, LAP3, and leukotriene A4 hydrolase. It is the salt form of Bestatin (B319500).

Uses

competitive aminopeptidase B inhibitor

Uses

Bestatin is an inhibitor of amino peptidases and a potent, irreversible inhibitor of LTA4 hydrolase. It inhibits the amino peptidase activity of LTA4 hydrolase with a Ki value of 201 nM. It offers promise as a novel analgesic because it protects endogenous opioid peptides against degradation. It does not inhibit carboxypeptidases.

Uses

Bestatin has been used as a protease inhibitor for the purification of his-tagged Tau protein.

Definition

ChEBI: Bestatin (hydrochloride) is a peptide.

General Description

Chemical structure: amino acid derivatives

Biochem/physiol Actions

A metalloprotease inhibitor selective for aminopeptidase. Bestatin is a competitive and specific inhibitor of leucine aminopeptidase, aminopeptidase B, and triamino peptidase. It inhibits aminopeptidase B at 60 nM (using arginine-β-naphthylamide as substrate) and leucine aminopeptidase at 20 nM (leucine-β-naphthylamide as substrate). It showed no inhibition of aminopeptidase A, trypsin, chymotrypsin, elastase, papain, pepsin, or themolysin. It offers promise as a novel analgesic because it protects endogenous opioid peptides against degradation.

in vivo

in a mouse dorsal air sac assay, oral administration of bestatin (100-200 mg/kg/day) showed a significant inhibitory activity against the melanoma cell-induced angiogenesis. bestatin also inhibited the tube-like formation of human umbilical vein endothelial cells (huvecs). furthermore, after the orthotopic implantation of b16-bl6 melanoma cells into mice, bestatin administration (50-100 mg/kg/day, i.p) reduced the number of vessels oriented towards the established primary tumor mass on the dorsal side of mice [1].

References

[1] L. ORNING F A F Gwen G Krivi. Leukotriene A4 hydrolase. Inhibition by bestatin and intrinsic aminopeptidase activity establish its functional resemblance to metallohydrolase enzymes.[J]. The Journal of Biological Chemistry, 1991, 98 1: 1375-1378. DOI:10.1016/s0021-9258(18)52303-6
[2] XUEJIAN WANG. The effect of different species aminopeptidase N structure on the activity screening of aminopeptidase N inhibitor.[J]. Biological & pharmaceutical bulletin, 2010, 33 10: 1658-1665. DOI:10.1248/bpb.33.1658