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Merck

482609

N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine

97%

Synonym(s):

([2S,3R]-3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine

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About This Item

Linear Formula:
(CH3)2CHCH2CH[NHCOCH(OH)CH(NH2)CH2C6H5]CO2H
CAS Number:
58970-76-6
Molecular Weight:
308.37
NACRES:
NA.22
PubChem Substance ID:
24871835
UNSPSC Code:
12352209
EC Number:
261-529-2
MDL number:
MFCD00083262

Key Documents

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InChI key

VGGGPCQERPFHOB-RDBSUJKOSA-N

InChI

1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1

SMILES string

CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(O)=O

assay

97%

form

powder or crystals

optical activity

[α]20/D −11°, c = 1 in 1 M NaOH

reaction suitability

reaction type: solution phase peptide synthesis

mp

245 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

100

Gene Information

human ... ANPEP(290), DPP4(1803)
mouse ... Rnpep(215615)
rat ... Mme(24590)

Related Categories

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
MKCD4914
MKBW9442V
MKBR2220V
MKBK0650V
MKBJ8307V

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Jung-Mi Kang et al.
Molecular and biochemical parasitology, 182(1-2), 17-26 (2011-12-14)
Leucine aminopeptidases (LAP; EC 3.4.11.1) are a group of metalloexopeptidases, which catalyze the sequential removal of leucine amino acids from the N-termini of the polypeptides or proteins. In this study, we identified two novel genes that encode LAPs of Clonorchis
Daniela P Alves et al.
Pharmacology, 89(1-2), 22-28 (2012-01-13)
The aim of the present study was to investigate the mechanisms underlying the endogenous control of nociception at a peripheral level during inflammation. Using a pharmacological approach and the rat paw pressure test, we assessed the effect of an intraplantar
Ching-Feng Huang et al.
International archives of allergy and immunology, 158(2), 142-150 (2012-01-31)
DNA vaccines encoding allergens have been developed to prevent or to treat specific IgE responses. To evaluate the potential preventive and therapeutic effect of DNA vaccines encoding Cyn d 1 alone or combined with different adjuvants on specific allergies. Recombinant
Ines Martin-Padura et al.
Laboratory investigation; a journal of technical methods and pathology, 92(7), 952-966 (2012-05-02)
Hepatocellular carcinoma (HCC) is the fifth most common solid tumor and the third leading cause of cancer-related deaths. Currently available chemotherapeutic options are not curative due in part to tumor resistance to conventional therapies. We generated orthotopic HCC mouse models
M Lis et al.
Polish journal of veterinary sciences, 14(3), 393-403 (2011-10-01)
Bestatin, a low-molecular weight dipeptide, is a potent inhibitor of aminopeptidase N which has been demonstrated to have antitumor and immunomodulatory effects. The effects of bestatin (10, 1 and 0.1 mg/kg) administered intraperitoneally once, five or ten times to mice
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