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Merck
CN

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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Product Name

N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine, 97%

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)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCD4914
MKBW9442V
MKBR2220V
MKBK0650V
MKBJ8307V

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Yanna Zhu et al.
Peptides, 33(2), 265-271 (2012-01-26)
Bestatin, a dipeptide, a low molecular weight aminopeptidase inhibitor, has been demonstrated to be an immunomodulator with an antitumor activity. However, the transporter-mediated renal excretion of bestatin is not fully understood. The purpose of this study was to elucidate the
Atsushi Wakita et al.
International journal of hematology, 96(1), 84-93 (2012-05-29)
We conducted a multicenter prospective randomized study to compare a fixed-scheduled induction therapy with a response-oriented individualized induction therapy for elderly patients with acute myeloid leukemia (AML). Newly diagnosed AML patients, aged between 65 and 80, were randomly assigned to
Kunio Fujiwara et al.
Journal of molecular histology, 42(6), 589-596 (2011-10-19)
The in vivo role of transporters in drug disposition, in the context of other transporters, and metabolism has not been established. We prepared an anti-bestatin serum against bestatin conjugated to albumin with glutaraldehyde (GA). The antiserum was specific for GA-conjugated
Yekaterina Poloz et al.
Eukaryotic cell, 11(4), 545-557 (2012-02-22)
Bestatin methyl ester (BME) is an inhibitor of Zn(2+)-binding aminopeptidases that inhibits cell proliferation and induces apoptosis in normal and cancer cells. We have used Dictyostelium as a model organism to study the effects of BME. Only two Zn(2+)-binding aminopeptidases
Magdalena Lis et al.
Pharmacological reports : PR, 63(6), 1481-1490 (2012-02-24)
The low-molecular weight dipeptide bestatin is a potent inhibitor of aminopeptidase N and has been demonstrated to have antitumor and immunomodulatory effects. The effects of bestatin on interleukin (IL)-1β synthesis and release by peritoneal macrophages stimulated in vitro with lipopolysaccharide
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