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64367

Sigma-Aldrich

L-Methionine 7-amido-4-methylcoumarin trifluoroacetate salt

≥99.0% (sum of enantiomers, HPLC)

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About This Item

Empirical Formula (Hill Notation):
C15H18N2O3S · C2HF3O2
CAS Number:
94367-35-8
Molecular Weight:
420.40
MDL number:
MFCD00210065
UNSPSC Code:
12352209
PubChem Substance ID:
57651980
NACRES:
NA.32

Quality Level

100

Assay

≥99.0% (sum of enantiomers, HPLC)

optical activity

[α]20/D +68±3°, c = 1% in methanol

storage temp.

2-8°C

SMILES string

OC(=O)C(F)(F)F.CSCC[C@H](N)C(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C15H18N2O3S.C2HF3O2/c1-9-7-14(18)20-13-8-10(3-4-11(9)13)17-15(19)12(16)5-6-21-2;3-2(4,5)1(6)7/h3-4,7-8,12H,5-6,16H2,1-2H3,(H,17,19);(H,6,7)/t12-;/m0./s1

InChI key

VSAUWUJWXBUSEU-YDALLXLXSA-N

Application

L-Methionine 7-amido-4-methylcoumarin trifluoroacetate and its analogues may be used to study the kinetics of methionine aminopeptidase (hMetAP2). L-Methionine 7-amido-4-methylcoumarin trifluoroacetate may be use with other substrates to assess the specificity of various aminopeptidases.

Other Notes

Substrate for calpain

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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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Gabriel Rinaldi et al.
Molecular and biochemical parasitology, 167(2), 118-126 (2009-05-26)
Schistosoma mansoni leucine aminopeptidase (LAP) is thought to play a central role in hatching of the miracidium from the schistosome egg. We identified two discrete LAPs genes in the S. mansoni genome, and their orthologs in S. japonicum. The similarities
T Sasaki et al.
The Journal of biological chemistry, 259(20), 12489-12494 (1984-10-25)
Homogeneous porcine calpain (Ca2+-dependent cysteine proteinase) was found to hydrolyze a variety of peptides and synthetic substrates. Leu-Trp-Met-Arg-Phe-Ala, eledoisin-related peptide, alpha-neoendorphin, angiotensin I, luteinizing hormone-releasing hormone, neurotensin, dynorphin, glucagon, and oxidized insulin B chain were cleaved with a general preference
G Yang et al.
Biochemistry, 40(35), 10645-10654 (2001-08-29)
The steady-state kinetics of a full-length and truncated form of the type 2 human methionine aminopeptidase (hMetAP2) were analyzed by continuous monitoring of the amide bond cleavage of various peptide substrates and methionyl analogues of 7-amido-4-methylcoumarin (AMC) and p-nitroaniline (pNA)

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