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482609

Sigma-Aldrich

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

97%

Sinônimo(s):

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

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About This Item

Fórmula linear:
(CH3)2CHCH2CH[NHCOCH(OH)CH(NH2)CH2C6H5]CO2H
Número CAS:
58970-76-6
Peso molecular:
308.37
Número CE:
261-529-2
Número MDL:
MFCD00083262
Código UNSPSC:
12352209
ID de substância PubChem:
24871835
NACRES:
NA.22

Ensaio

97%

forma

powder or crystals

atividade óptica

[α]20/D −11°, c = 1 in 1 M NaOH

adequação da reação

reaction type: solution phase peptide synthesis

pf

245 °C (dec.) (lit.)

aplicação(ões)

peptide synthesis

cadeia de caracteres SMILES

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

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

chave InChI

VGGGPCQERPFHOB-RDBSUJKOSA-N

Informações sobre genes

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

Categorias relacionadas

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Arun Kumar Singh et al.
International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases, 16(5), e375-e381 (2012-03-14)
Staphylococcus aureus has emerged as a major drug-resistant pathogen in hospital- and community-acquired infections. Leucine aminopeptidase (LAP) is known to be essential for survival of the bacteria; however the LAP of S. aureus has not been extensively characterized. In this
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
Xiaopan Zhang et al.
Journal of enzyme inhibition and medicinal chemistry, 28(3), 545-551 (2012-03-03)
Aminopeptidase N (APN/CD13) over expressed on tumour cells, plays a critical role in tumour invasion, metastasis and tumour angiogenesis. In this article, we described the design, synthesis and preliminary activity studies of novel 3-amino-2-hydroxyl-3-phenylpropanoic acid derivatives as APN inhibitors. The
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
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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