58970-76-6 N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine AKSci C829
 
 
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  C829    AKSci Reference Standard
N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine
, 98% (HPLC)
 
N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutanoyl]-L-leucine
([2S,3R]-3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine




IDENTITY
CAS Number:58970-76-6
MDL Number:MFCD00083262
MF:C16H24N2O4
MW:308.37
EINECS:261-529-2
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:233-245°C
Optical Rotation:-9.0° - -13.0° (c=1, 1N NaOH)
Long-Term Storage:Store long-term at 2-8°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Application(s):Competitive aminopeptidase B inhibitor

REVIEW

 Ubenimex, also known as Bestatin, a dipeptide N-((2S, 3R)-3-amino-2-hydroxy-4-phenyl butanyl) L-leucine is a competitive for leucine aminopeptidase and aminopeptidase-B protease inhibitor. It exerts a direct stimulating effect on lymphocytes (and monocytes) via its fixation on cell surface leucine-aminopeptidase, and an indirect effect on monocytes (and lymphocytes) via aminopeptidase B inhibition of tuftsin catabolism. Thus, it is an immunomodulating agent. Ubenimex has also been studied for use in the treatment of acute myelocytic leukemia. It is also an inhibitor of leukotriene A4 hydrolase and aminopeptidase N.

REFERENCES
[1]Schorlemmer HU, Bosslet K, Dickneite G, Lüben G, Sedlacek HH, Studies on the mechanisms of action of the immunomodulator Bestatin in various screening test systems. Behring Inst Mitt. 1984 ;(74):157-73.
[2] Mathé G. Do tuftsin and bestatin constitute a biopharmacological immunoregulatory system? Cancer Detect Prev Suppl. 1987;1:445-55.
[3] Ota K. Review of ubenimex (Bestatin): clinical research. Biomed Pharmacother. 1991;45(2-3):55-60.
[4] Hirayama Y, Sakamaki S, Takayanagi N, Tsuji Y, Sagawa T, Chiba H, Matsunaga T, Niitsu Y. Chemotherapy with ubenimex corresponding to patient age and organ disorder for 18 cases of acute myelogeneous leukemia in elderly patients--effects, complications and long-term survival]. Gan To Kagaku Ryoho. 2003 Aug;30(8):1113-8

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
None

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501


RELATED PRODUCTS
C829N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine
V1527Bestatin hydrochloride

Current as of April 18, 2024

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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