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AB141417

Bestatin, aminopeptidase inhibitor

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MW 308.37 Da, Purity >99%. Potent, competitive aminopeptidase inhibitor (IC50 values are 20 and 60 nM for leucine aminopeptidase and aminopeptidase B, respectively). Inhibits leukotriene A4 hydrolase and tumor cell proliferation. Shows immunomodulatory effects in vivo. Orally active.

View Alternative Names

AMPL_HUMAN, AMPN_HUMAN, ANPEP, AP-M, AP-N, Alanyl (membrane) aminopeptidase, Alanyl aminopeptidase, Aminopeptidase M, Aminopeptidase N, CD13 antigen, Cytosol aminopeptidase, FLJ17564, HEL-S-106, LAP, LAP 1, LAPEP, LKHA4_HUMAN, LTA-4 hydrolase, LTA4, LTA4H, Leucine aminopeptidase 3, Leucyl aminopeptidase, Leukotriene A(4) hydrolase, Leukotriene A-4 hydrolase, Microsomal aminopeptidase, Myeloid plasma membrane glycoprotein CD13, P150, PEPN, PEPS, Peptidase S, Proline aminopeptidase, Prolyl aminopeptidase, epididymis secretory protein Li 106, gp150, hAPN

1 Images
Chemical Structure - Bestatin, aminopeptidase inhibitor (AB141417)
  • Chemical Structure

Lab

Chemical Structure - Bestatin, aminopeptidase inhibitor (AB141417)

2D chemical structure image of ab141417, Bestatin, aminopeptidase inhibitor

Key facts

CAS number

58970-76-6

Purity

>99%

Form

Solid

form

Molecular weight

308.37 Da

Molecular formula

C<sub>1</sub><sub>6</sub>H<sub>2</sub><sub>4</sub>N<sub>2</sub>O<sub>4</sub>

PubChem

72172

Nature

Synthetic

Solubility

Soluble in DMSO to 5 mM

Soluble in 1 N NaOH to 50 mM

Biochemical name

Ubenimex

Biological description

Potent, competitive aminopeptidase inhibitor (IC50 values are 20 and 60 nM for leucine aminopeptidase and aminopeptidase B, respectively). Inhibits leukotriene A4 hydrolase and tumor cell proliferation. Shows immunomodulatory effects in vivo. Orally active.

Canonical smiles

CC(C)CC(C(=O)O)NC(=O)C(C(CC1=CC=CC=C1)N)O

Isomeric smiles

CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](CC1=CC=CC=C1)N)O

InChi

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

InChiKey

VGGGPCQERPFHOB-RDBSUJKOSA-N

IUPAC Name

(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoic acid

Product details

This product is manufactured by BioVision, an Abcam company and was previously called 1733 Bestatin. 1733-100 is the same size as the 100 mg size of ab141417.

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

CD13 also known as aminopeptidase N is a zinc-dependent enzyme with a mass of approximately 150 kDa. It features on the surface of various cells especially in epithelial and endothelial cells as well as on fibroblasts. CD13 is recognized for its role in the hydrolysis of peptides by removing N-terminal amino acids thereby regulating diverse physiological processes. The expression of CD13 is widespread being significant in tissues like the kidney intestine and placenta. Bestatin also known as ubenimex serves as a specific inhibitor of aminopeptidase demonstrating the key position CD13 holds in peptide modulation.
Biological function summary

Aminopeptidase N impacts immune system processes including antigen presentation and inflammatory responses. CD13 forms interactions with components of the extracellular matrix and influences cell signaling pathways that modulate immune cell adhesion and migration. Although not necessarily part of a larger stable complex its enzymatic activity ubiquitously affects peptide turnover and cell surface antigen modification. CD13’s broader roles extend to angiogenesis and cellular differentiation underlining its multi-functional capacity in biological systems.

Pathways

CD13 actively contributes to processes in the renin-angiotensin system and the leukotriene pathway. In the renin-angiotensin system it participates in regulating blood pressure and fluid balance interacting with other enzymes such as ACE to modulate angiotensin levels. Within the leukotriene pathway CD13 facilitates the conversion of leukotriene A4 into its subsequent forms working alongside leukotriene A4 hydrolase. This connection highlights its influence in inflammatory responses and further integrates it with key metabolic and signaling pathways maintaining physiological homeostasis.

Aminopeptidase N holds significant linkage with cancer and inflammatory diseases. Its altered expression or activity links to tumor progression and metastasis emphasizing the enzyme's influence on tumor cell proliferation and invasion. Additionally CD13 associates with chronic inflammatory conditions like rheumatoid arthritis where it modulates inflammatory cell migration and function. Interacting proteins such as those in leukotriene regulation can modify disease outcomes positioning CD13 as both a potential biomarker and therapeutic target in these pathological contexts.

Product protocols

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