Antipain . dihydrochloride

AdipoGen Life Sciences
Product Code: AG-CP3-7002

CodeSizePrice
AG-CP3-7002-M0055 mg£45.00
Quantity:
AG-CP3-7002-M02525 mg£135.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
[(S)-1-Carboxy-2-phenylethyl]-carbamoyl-Arg-Val-arginal . 2HCl
Appearance:
White to off-white solid.
Biological Activity:
Inhibitory Activity: >30 U/mg (Trypsin, L-BAPA)
CAS:
37682-72-7
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C27H44N10O6.2ClH/c1-16(2)21(23(40)34-18(15-38)10-6-12-32-25(28)29)37-22(39)19(11-7-13-33-26(30)31)35-27(43)36-20(24(41)42)14-17-8-4-3-5-9-17;;/h3-5,8-9,15-16,18-21H,6-7,10-14H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43);2*1H/t18?,19-,20?,21-;;/m0./s1
InChiKey:
YAHXZYICKJUJEO-BXLPLHKWSA-N
Long Description:
Chemical. CAS: 37682-72-7. Formula: C27H44N10O6 . 2HCl. MW: 604.7 . 72.9. Synthetic. Potent reversible inhibitor of serine/cysteine proteases and some trypsin-like proteases. Inhibits papain, trypsin and trypsin-like serine proteases as well as cathepsin A, B and D. Similar activity spectrum comparable to leupeptin (AG-CP3-7000). Acts by forming a hemiacetal adduct between its aldehyde group and the active serine of the proteinase. Inhibits transformation of NIH3T3 cells after transfection with an activated H-ras oncogene. Used to evaluate the role of proteases in the process of malignant cell transformations. Shows antibacterial and antiparasitic activity.
MDL:
MFCD00135957
Molecular Formula:
C27H44N10O6 . 2HCl
Molecular Weight:
604.7 . 72.9
Package Type:
Vial
Product Description:
Potent reversible inhibitor of serine/cysteine proteases and some trypsin-like proteases. Inhibits papain, trypsin and trypsin-like serine proteases as well as cathepsin A, B and D. Similar activity spectrum comparable to leupeptin (AG-CP3-7000). Acts by forming a hemiacetal adduct between its aldehyde group and the active serine of the proteinase. Inhibits transformation of NIH3T3 cells after transfection with an activated H-ras oncogene. Used to evaluate the role of proteases in the process of malignant cell transformations. Shows antibacterial and antiparasitic activity.
Purity:
>97% (HPLC)
SMILES:
[Cl-].[Cl-].[H]C(=O)C(CCCNC(N)=[NH2+])NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)NC(CC1=CC=CC=C1)C(O)=O)C(C)C
Solubility Chemicals:
Soluble in water, ethanol, methanol, DMSO or acetonitrile.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.

References

Antipain, a new protease inhibitor isolated from actinomycetes: H. Suda, et al.; J. Antibiot. 25, 263 (1972) | Structures and activities of protease inhibitors of microbial origin: H. Umezawa; Methods Enzymol. 45, 678 (1976) | Inhibition of proteolytic activity of calcium activated neutral protease by leupeptin and antipain: T. Toyo-Oka, et al.; BBRC 82, 484 (1978) | Effects of antipain (a protease inhibitor) on respiration, viability, and excision of pyrimidine dimers in UV-irradiated Escherichia coli cells: P.A. Swenson & R.L. Schenley; J. Bacteriol. 135, 1167 (1978) | Effect of Ca2+ on the inhibition of calcium-activated neutral protease by leupeptin, antipain and epoxysuccinate derivatives: K. Suzuki, et al.; FEBS Lett. 136, 119 (1981) | Inhibition of Leishmania amastigote growth by antipain and leupeptin: G.H. Coombs & J. Baxter; Ann. Trop. Med. Parasitol. 78, 21 (1984) | Antipain or leupeptin in combination with aspirin or indomethacin synergistically inhibit human platelet activation by thrombin and trypsin: M. Ruggiero & E.G. Lapetina; Adv. Prostaglandin Thromboxane Leukot. Res. 17A, 563 (1987) | Inhibition of H-ras oncogene transformation of NIH3T3 cells by protease inhibitors: S.J. Garte, et al.; Cancer Res. 47, 3159 (1987) | Reversible conversion of tyrosine hydroxylase to an inactive form by antipain: S. Okuno & H. Fujisawa; BBRC 146, 1375 (1987) | Antipain-induced suppression of oncogene expression in H-ras-transformed NIH3T3 cells: L.R. Cox, et al.; Cancer Res. 51, 4810 (1991) | Effects of the protease inhibitor antipain on cell malignant transformation: M. Vaccari, et al.; Anticancer Res. 19, 589 (1999) | Lysosomes, growth factor activity, and carcinogenic implications: M. Melzer; Crit. Rev. Eukaryot. Gene. Expr. 22, 345 (2012)

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