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A1276 Sigma-Aldrich

Amastatin hydrochloride hydrate

≥97% (HPLC)

Synonym: (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoyl-Val-Val-Asp hydrochloride hydrate

  • CAS Number 100938-10-1

  • Empirical Formula (Hill Notation) C21H38N4O8 · HCl · xH2O

  • Molecular Weight 511.01 (anhydrous basis)

  •  Beilstein/REAXYS Number 8888370

  •  MDL number MFCD00150636

  •  PubChem Substance ID 24890521

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Properties

Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics by Application,
Quality Level   200
biological source   synthetic (organic)
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.)
Mode of action   enzyme | inhibits
antibiotic activity spectrum   neoplastics
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

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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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