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E3389

Sigma-Aldrich

Epiamastatin hydrochloride

≥97% (HPLC)

Synonym(s):

[(2R,3R)-3-Amino-2-hydroxy-5-methylhexanoyl]-Val-Val-Asp hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H38N4O8
CAS Number:
100992-59-4
Molecular Weight:
474.55
MDL number:
MFCD00070396
UNSPSC Code:
12352202
PubChem Substance ID:
24894512
NACRES:
NA.77

biological source

synthetic

Assay

≥97% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

Cl[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/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/t12-,13+,15+,16+,17-;/m1./s1

InChI key

GBDUPCKQTDKNLS-TXUMRZAQSA-N

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Biochem/physiol Actions

Epimer of amastatin at the 2-position. There are no reports of aminopeptidase inhibition by this epimer; on the contrary, there are suggestions that a 2S-hydroxyl group is important for the stability of an initial collision complex with the enzyme.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

related product

Product No.
Description
Pricing

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

E3389-VAR:
E3389-250UG:
E3389-BULK:
E3389-.5MG:
E3389-1MG:
E3389-5MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D H Rich et al.
Journal of medicinal chemistry, 27(4), 417-422 (1984-04-01)
Amastatin [(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl-L-valyl-L-valyl-L- aspartic acid] and bestatin [(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-leucine] are slow-binding, competitive inhibitors of aminopeptidase M (AP-M) with net inhibition constants (Ki) of 1.9 X 10(-8) and 4.1 X 10(-6) M, respectively. The effect of inhibitor structure on net Ki and on

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