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Amastatin hydrochloride hydrate

Name: Amastatin hydrochloride hydrate
Brand: SIGMA

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)

NACRES:

NA.77

PubChem Substance ID:

24890521

UNSPSC Code:

12352202

MDL number:

MFCD00150636

Beilstein/REAXYS Number:

8888370

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Properties

Product Name

Amastatin hydrochloride hydrate, ≥97% (HPLC)

biological source

synthetic (organic)

Quality Segment

200

assay

≥97% (HPLC)

form

powder

input

general use sample(s)

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.

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This Item	B1120000	I6138	SRP6274
Sigma-Aldrich A1276 Amastatin hydrochloride hydrate	B1120000 Biperiden hydrochloride	Sigma-Aldrich I6138 Idazoxan hydrochloride	Sigma-Aldrich SRP6274 Furin human
description ≥97% (HPLC)	description European Pharmacopoeia (EP) Reference Standard	description -	description recombinant, expressed in HEK 293 cells, ≥95% (SDS-PAGE)
biological source synthetic (organic)	biological source -	biological source -	biological source human
assay ≥97% (HPLC)	assay -	assay -	assay ≥95% (SDS-PAGE)
Quality Level 200	Quality Level -	Quality Level 100	Quality Level -
form powder	form -	form -	form lyophilized powder
storage temp. −20°C	storage temp. 2-8°C	storage temp. -	storage temp. −20°C
solubility methanol: 1 mM (Stock solution stable for 1 month at −20 °C. Working solution stable for 1 day.)	solubility -	solubility H₂O: 50 mg/mL	solubility -

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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