A1276

Amastatin hydrochloride hydrate

powder, ≥97% (HPLC)

• Synonym(s): (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoyl-Val-Val-Asp hydrochloride hydrate
• Empirical Formula (Hill Notation): C₂₁H₃₈N₄O₈ · HCl · xH₂O
• CAS Number: 100938-10-1
• Molecular Weight: 511.01 (anhydrous basis)
• NACRES: NA.77
• PubChem Substance ID: 24890521
• UNSPSC Code: 12352202
• MDL number: MFCD00150636
• Beilstein/REAXYS Number: 8888370

Properties

• Product Name: Amastatin hydrochloride hydrate, ≥97% (HPLC)
• biological source: synthetic (organic)
• Quality Segment: 200
• assay: ≥97% (HPLC)
• form: powder
• mp: 202-205 °C
• solubility: methanol: 1 mM (Stock solution stable for 1 month at −20 °C. Working solution stable for 1 day.)
• antibiotic activity spectrum: neoplastics
• mode of action: enzyme | inhibits
• storage temp.: −20°C
• SMILES string: Cl[H].[H]O[H].CC(C)C[C@@H](N)[C@H](O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(O)=O
• InChI: 1S/C21H38N4O8.ClH.H2O/c1-9(2)7-12(22)17(28)20(31)25-16(11(5)6)19(30)24-15(10(3)4)18(29)23-13(21(32)33)8-14(26)27;;/h9-13,15-17,28H,7-8,22H2,1-6H3,(H,23,29)(H,24,30)(H,25,31)(H,26,27)(H,32,33);1H;1H2/t12-,13+,15+,16+,17+;;/m1../s1
• InChI key: WBYDQJQQTMJMQH-AFROIDPFSA-N

Description

General description

Chemical structure: peptide

Biochem/physiol Actions

Amastatin is a slow, tight-binding inhibitor of aminopeptidases. It inhibits cytosolic leucine aminopeptidase (EC.3.4.11.1), microsomal aminopeptidase M (EC.3.4.11.2) and bacterial leucine aminopeptidase (EC.3.4.11.10). It is less effective against aminopeptidase A (EC 3.4.11.7), the enzyme that converts Angiotensin II to Angiotensin III. Effective concentration: 1-10 μM.

It inhibits cytosolic leucine aminopeptidase (EC.3.4.11.1), microsomal aminopeptidase M (EC.3.4.11.2) and bacterial leucine aminopeptidase (EC.3.4.11.10). It is less effective against aminopeptidase A (EC 3.4.11.7), the enzyme that converts angiotensin II to angiotensin III. Potentiates the CNS effects of vasopressin and oxytocin in vivo.

Effective concentration: 1-10 μM.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)