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Merck

A1276

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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0.5 MG

CHF 167.00

1 MG

CHF 266.00

5 MG

CHF 952.00

10 MG

CHF 1’540.00

25 MG

CHF 3’200.00

CHF 167.00

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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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Product Name

Amastatin hydrochloride hydrate, ≥97% (HPLC)

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

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 key

WBYDQJQQTMJMQH-AFROIDPFSA-N

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.)

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

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1 of 4

This Item
A6191SML0056B8385
Amastatin hydrochloride hydrate ≥97% (HPLC)

Sigma-Aldrich

A1276

Amastatin hydrochloride hydrate

Antipain dihydrochloride from microbial source protease inhibitor

Sigma-Aldrich

A6191

Antipain dihydrochloride from microbial source

Cefotiam dihydrochloride hydrate ≥98% (HPLC)

Sigma-Aldrich

SML0056

Cefotiam dihydrochloride hydrate

Bestatin hydrochloride ≥98% (HPLC)

Sigma-Aldrich

B8385

Bestatin hydrochloride

biological source

synthetic (organic)

biological source

Streptomyces sp.

biological source

-

biological source

synthetic (organic)

assay

≥97% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

300

form

powder

form

lyophilized powder

form

powder

form

powder

solubility

methanol: 1 mM (Stock solution stable for 1 month at −20 °C. Working solution stable for 1 day.)

solubility

H2O: 50 mg/mL, 1-butanol: soluble, 1-propanol: soluble, DMSO: soluble, ethanol: soluble, methanol: soluble

solubility

H2O: ≥22 M

solubility

water: 25 mg/mL, clear to very slightly hazy, colorless

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

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.

General description

Chemical structure: peptide

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000494454
0000494454
0000467298
0000467298
0000458734

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Zollner, H.
Handbook of Enzyme Inhibitors, 2nd Ed., 547-547 (1993)
Beynon, R.J. and Bond, J.S.
Proteolytic Enzymes: A Practical Approach, 247-247 (1989)
Yu Wang et al.
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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