A cyclic peptide antagonist of N-cadherin
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ADH-1

Item No. 29981

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-L-cysteinyl-L-histidyl-L-alanyl-L-valyl-L-cysteinamide, cyclic (1→5)-disulfide
CAS Number
229971-81-7
Synonyms
  • N-Ac-CHAVC-NH2
Molecular Formula
C22H34N8O6S2
Formula Weight
570.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O=C1[C@H](C(C)C)NC([C@H](C)NC([C@H](CC2=CN=CN2)NC([C@@H](NC(C)=O)CSSC[C@@H](C(N)=O)N1)=O)=O)=O
InChi Code
InChI=1S/C22H34N8O6S2/c1-10(2)17-22(36)29-15(18(23)32)7-37-38-8-16(27-12(4)31)21(35)28-14(5-13-6-24-9-25-13)20(34)26-11(3)19(33)30-17/h6,9-11,14-17H,5,7-8H2,1-4H3,(H2,23,32)(H,24,25)(H,26,34)(H,27,31)(H,28,35)(H,29,36)(H,30,33)/t11-,14-,15-,16-,17-/m0/s1
InChi Key
FQVLRGLGWNWPSS-BXBUPLCLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    ADH-1 is a cyclic peptide antagonist of N-cadherin. 1 It inhibits neurite outgrowth in cerebellar neurons cultured on N-cadherin-expressing 3T3 cell monolayers (IC50 = 0.323 mM). ADH-1 (0.2 mg/ml) inhibits cell scattering and motility induced by collagen I in Capan-1 cells and wild-type and N-cadherin-overexpressing BxPC-3 cells.2 It induces apoptosis in N-cadherin-overexpressing, but not knockdown, BxPC-3 cells when used at a concentration of 1 mg/ml. ADH-1 (50 mg/kg) reduces tumor growth in an N-cadherin-overexpressing BxPC-3 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Williams, E., Williams, G., Gour, B.J., et al. A novel family of cyclic peptide antagonists suggests that N-cadherin specificity is determined by amino acids that flank the HAV motif. The Journal of Biological Chemisty 275(6), 4007-4012 (2000).

    2. Shintani, Y., Fukumoto, Y., Chaika, N., et al. ADH-1 suppresses N-cadherin-dependent pancreatic cancer progression. Int. J. Cancer 122(1), 71-77 (2008).