An inhibitor of aminopeptidase B
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Arphamenine B (hemisulfate)

Item No. 18506

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
αR-[(3S)-3-amino-6-[(aminoiminomethyl)amino]-2-oxohexyl]-4-hydroxy-benzenepropanoic acid, hemisulfate
CAS Number
144110-38-3
Molecular Formula
C16H24N4O4 • 1/2H2SO4
Formula Weight
385.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 0.2 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
225, 278 nm
SMILES
O=C([C@@H](N)CCCNC(N)=N)C[C@H](C(O)=O)CC1=CC=C(O)C=C1.OS(O)(=O)=O
InChi Code
InChI=1S/2C16H24N4O4.H2O4S/c2*17-13(2-1-7-20-16(18)19)14(22)9-11(15(23)24)8-10-3-5-12(21)6-4-10;1-5(2,3)4/h2*3-6,11,13,21H,1-2,7-9,17H2,(H,23,24)(H4,18,19,20);(H2,1,2,3,4)/t2*11-,13+;/m11./s1
InChi Key
AUNSMFLBHPILAD-VICAHNFPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Arphamenine B is an aminopeptidase B inhibitor first isolated from bacteria.1,2 Like the aminopeptidase inhibitors bestatin (Item No. 70520) and amastatin (Item No. 16719), arphamenine B enhances immune responses.1 Arphamenine B is commonly used to characterize novel proteases.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Umezawa, H., Aoyagi, T., Ohuchi, S., et al. Arphamenines A and B, new inhibitors of aminopeptidase B, produced by bacteria. J. Antibiot. (Tokyo) 36(11), 1572-1575 (1983).

    2. Ohuchi, S., Suda, H., Naganawa, H., et al. The structure of arphamenines A and B. J. Antibiot. (Tokyo) 36(11), 1576-1580 (1983).

    3. Keane, F., and O'Cuinn, G. Two broad-specificity dipeptide hydrolysing activities from cytoplasm of guinea pig brain, both of which contain prolinase but neither of which contain carnosinase activity. Neurosci. Res. 44(1), 111-120 (2002).

    4. Kubo, H., Kotani, M., Yamamaoto, Y., et al. Involvement of sperm proteases in the binding of sperm to the vitelline envelope in Xenopus laevis. Zoolog.Sci. 25(1), 80-87 (2008).