Skip to main content

MW 406.5 Da, Purity >=98%. Aminopeptidase inhibitor (IC50 values are 100, 150, 220, > 1000, > 5000, > 10000 and > 30000 nM for LAP, PuSA, aminopeptidase N, aminopeptidase B, PILSAP, LTA4 hydrolase and MetAP2, respectively). Potently inhibits myeloma cells proliferation and induces tumor growth apoptosis. Effect in cell resistance to conventional chemotherapeutics.

Be the first to review this product! Submit a review

Images

Chemical Structure - Tosedostat (CHR2797) (AB273387), expandable thumbnail

Key facts

CAS number
238750-77-1
Purity
>= 98%
Form
Solid
Molecular weight
406.5 Da
Molecular formula
C21H30N2O6
PubChem identifier
15547703
Nature
Synthetic

Alternative names

Recommended products

MW 406.5 Da, Purity >=98%. Aminopeptidase inhibitor (IC50 values are 100, 150, 220, > 1000, > 5000, > 10000 and > 30000 nM for LAP, PuSA, aminopeptidase N, aminopeptidase B, PILSAP, LTA4 hydrolase and MetAP2, respectively). Potently inhibits myeloma cells proliferation and induces tumor growth apoptosis. Effect in cell resistance to conventional chemotherapeutics.

Key facts

Purity
>= 98%
PubChem identifier
15547703
Solubility

Soluble in DMSO to 100 mM.

Soluble in ethanol to 50 mM.

Biochemical name
Tosedostat
Biological description

Aminopeptidase inhibitor (IC50 values are 100, 150, 220, > 1000, > 5000, > 10000 and > 30000 nM for LAP, PuSA, aminopeptidase N, aminopeptidase B, PILSAP, LTA4 hydrolase and MetAP2, respectively). Potently inhibits myeloma cells proliferation and induces tumor growth apoptosis. Effect in cell resistance to conventional chemotherapeutics.

Canonical SMILES
CC(C)CC(C(C(=O)NO)O)C(=O)NC(C1=CC=CC=C1)C(=O)OC2CCCC2
Isomeric SMILES
CC(C)C[C@H]([C@@H](C(=O)NO)O)C(=O)N[C@@H](C1=CC=CC=C1)C(=O)OC2CCCC2
InChI
InChI=1S/C21H30N2O6/c1-13(2)12-16(18(24)20(26)23-28)19(25)22-17(14-8-4-3-5-9-14)21(27)29-15-10-6-7-11-15/h3-5,8-9,13,15-18,24,28H,6-7,10-12H2,1-2H3,(H,22,25)(H,23,26)/t16-,17+,18+/m1/s1
InChIKey
FWFGIHPGRQZWIW-SQNIBIBYSA-N
IUPAC name
cyclopentyl (2S)-2-[[(2R)-2-[(1S)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoyl]amino]-2-phenylacetate

Storage

Shipped at conditions
Blue Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
It is important to note that this is air sensitive and impurities can occur as a result of air oxidation, Store in the dark

Notes

This product is manufactured by BioVision, an Abcam company and was previously called 2720 CHR2797. 2720-25 is the same size as the 25 mg size of ab273387.

Protect from air.

Supplementary info

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

CD13 also known as aminopeptidase N (ANPEP) is a transmembrane protein with a molecular weight of approximately 150 kDa. It functions as a zinc-dependent metalloenzyme which cleaves N-terminal amino acids from peptides and proteins. CD13 protein is expressed on various cell types including myeloid cells epithelial cells endothelial cells and fibroblasts. Its presence is significantly observed in the brush border of the small intestinal mucosa and the renal proximal tubule. Researchers can study CD13 using anti-CD13 antibodies and CD13 ELISA kits.

Biological function summary

CD13 regulates peptide-mediated signaling and controls the maturation and catabolism of bioactive peptides. The enzymatic function of CD13 influences processes such as cell proliferation motility and angiogenesis. It does not operate as part of a larger complex but its activity modulates several cellular and systemic functions. CD13's role in these biological processes highlights its importance in modulating local and systemic peptide pools which contributes to its diverse physiological effects.

Pathways

CD13 plays significant roles in the renin-angiotensin system and the regulation of inflammatory responses. In the renin-angiotensin system CD13 modulates the activity of angiotensin influencing blood pressure and fluid balance. Through its enzymatic activity CD13 interacts with proteins such as ACE another critical player in this pathway. In inflammation CD13 regulates the availability of chemotactic peptides affecting leukocyte migration and adhesion. The proteins it works with in inflammatory pathways include cytokines which CD13 indirectly modulates by altering chemokine activity.

Associated diseases and disorders

Aberrant CD13 expression and activity are implicated in cancer and inflammatory diseases. In cancer overexpression of CD13 correlates with tumor growth and metastasis particularly in cancers like renal cell carcinoma and prostate cancer. It can confer an increased malignant phenotype by promoting angiogenesis and immune evasion. In inflammatory disorders dysregulation of CD13 exacerbates diseases such as rheumatoid arthritis through its impact on peptide-mediated signaling and immune cell movement. Its connection with inflammatory cytokines like IL-8 indicates its important role in mediating inflammatory responses.

Product promise

We are dedicated to supporting your work with high quality reagents and we are here for you every step of the way should you need us.

In the unlikely event of one of our products not working as expected, you are covered by our product promise.

Full details and terms and conditions can be found here:
Terms & Conditions.

1 product image

  • Chemical Structure - Tosedostat (CHR2797) (ab273387), expandable thumbnail

    Chemical Structure - Tosedostat (CHR2797) (ab273387)

    Chemical structure of Tosedostat (CHR2797), 238750-77-1

Downloads

Product protocols

For this product, it's our understanding that no specific protocols are required. You can:

Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.

For licensing inquiries, please contact partnerships@abcam.com