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A1276

Sigma-Aldrich

Amastatin hydrochloride hydrate

powder, ≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H38N4O8 · HCl · xH2O
CAS Number:
100938-10-1
Molecular Weight:
511.01 (anhydrous basis)
Beilstein:
8888370
MDL number:
MFCD00150636
UNSPSC Code:
12352202
PubChem Substance ID:
24890521
NACRES:
NA.77
Pricing and availability is not currently available.

Product Name

Amastatin hydrochloride hydrate, ≥97% (HPLC)

biological source

synthetic (organic)

Quality Level

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCR0103
SLCR2178
SLCL9653
SLCJ4460
SLCB3369

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Proteolytic Enzymes: A Practical Approach, 247-247 (1989)
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 35(3), e21419-e21419 (2021-02-11)
In the early phase of the Coronavirus disease 2019 (COVID-19) pandemic, it was postulated that the renin-angiotensin-system inhibitors (RASi) increase the infection risk. This was primarily based on numerous reports, which stated that the RASi could increase the organ Angiotensin-converting

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