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MedKoo Cat#: 597694 | Name: ADP-Ribosylarginine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

ADP-Ribosylarginine regulates cell proliferation and tumorigenesis.

Chemical Structure

ADP-Ribosylarginine
CAS#103960-56-1

Theoretical Analysis

MedKoo Cat#: 597694

Name: ADP-Ribosylarginine

CAS#: 103960-56-1

Chemical Formula: C21H35N9O15P2

Exact Mass: 715.1728

Molecular Weight: 715.50

Elemental Analysis: C, 35.25; H, 4.93; N, 17.62; O, 33.54; P, 8.66

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
ADP-Ribosylarginine; alpha-ADP-ribosylarginine;
IUPAC/Chemical Name
Nw-((2S,3R,4S,5R)-5-((((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-L-arginine
InChi Key
IWVSYNGKNZFSSA-PTDVUUCPSA-N
InChi Code
InChI=1S/C21H35N9O15P2/c22-8(20(35)36)2-1-3-25-21(24)29-18-14(33)12(31)9(43-18)4-41-46(37,38)45-47(39,40)42-5-10-13(32)15(34)19(44-10)30-7-28-11-16(23)26-6-27-17(11)30/h6-10,12-15,18-19,31-34H,1-5,22H2,(H,35,36)(H,37,38)(H,39,40)(H2,23,26,27)(H3,24,25,29)/t8-,9+,10+,12+,13+,14+,15+,18-,19+/m0/s1
SMILES Code
N[C@H](C(O)=O)CCCNC(N[C@H]1O[C@@H]([C@H]([C@H]1O)O)COP(O)(OP(O)(OC[C@H]2O[C@@H](n(cn3)c4c3c(N)ncn4)[C@@H]([C@@H]2O)O)=O)=O)=N
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 715.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kato J, Zhu J, Liu C, Stylianou M, Hoffmann V, Lizak MJ, Glasgow CG, Moss J. ADP-ribosylarginine hydrolase regulates cell proliferation and tumorigenesis. Cancer Res. 2011 Aug 1;71(15):5327-35. doi: 10.1158/0008-5472.CAN-10-0733. Epub 2011 Jun 22. PubMed PMID: 21697277; PubMed Central PMCID: PMC3399181. 2: Sung VM, Tsai CL. ADP-Ribosylargininyl reaction of cholix toxin is mediated through diffusible intermediates. BMC Biochem. 2014 Dec 11;15:26. doi: 10.1186/s12858-014-0026-1. PubMed PMID: 25494717; PubMed Central PMCID: PMC4265445. 3: Moss J, Zolkiewska A, Okazaki I. ADP-ribosylarginine hydrolases and ADP-ribosyltransferases. Partners in ADP-ribosylation cycles. Adv Exp Med Biol. 1997;419:25-33. Review. PubMed PMID: 9193633. 4: Laing S, Unger M, Koch-Nolte F, Haag F. ADP-ribosylation of arginine. Amino Acids. 2011 Jul;41(2):257-69. doi: 10.1007/s00726-010-0676-2. Epub 2010 Jul 21. Review. PubMed PMID: 20652610; PubMed Central PMCID: PMC3102197. 5: Takada T, Iida K, Moss J. Cloning and site-directed mutagenesis of human ADP-ribosylarginine hydrolase. J Biol Chem. 1993 Aug 25;268(24):17837-43. PubMed PMID: 8349667. 6: Moss J, Oppenheimer NJ, West RE Jr, Stanley SJ. Amino acid specific ADP-ribosylation: substrate specificity of an ADP-ribosylarginine hydrolase from turkey erythrocytes. Biochemistry. 1986 Sep 23;25(19):5408-14. PubMed PMID: 3778868. 7: Schwab CJ, Colville MJ, Fullerton AT, McMahon KK. Evidence of endogenous mono-ADP-ribosylation of cardiac proteins via anti-ADP-ribosylarginine immunoreactivity. Proc Soc Exp Biol Med. 2000 Apr;223(4):389-96. PubMed PMID: 10721009. 8: Kato J, Zhu J, Liu C, Moss J. Enhanced sensitivity to cholera toxin in ADP-ribosylarginine hydrolase-deficient mice. Mol Cell Biol. 2007 Aug;27(15):5534-43. Epub 2007 May 25. PubMed PMID: 17526733; PubMed Central PMCID: PMC1952103. 9: Moss J, Stanley SJ, Nightingale MS, Murtagh JJ Jr, Monaco L, Mishima K, Chen HC, Williamson KC, Tsai SC. Molecular and immunological characterization of ADP-ribosylarginine hydrolases. J Biol Chem. 1992 May 25;267(15):10481-8. PubMed PMID: 1375222. 10: Osago H, Terashima M, Hara N, Yamada K, Tsuchiya M. A new detection method for arginine-specific ADP-ribosylation of protein -- a combinational use of anti-ADP-ribosylarginine antibody and ADP-ribosylarginine hydrolase. J Biochem Biophys Methods. 2008 Apr 24;70(6):1014-9. Epub 2007 Nov 28. PubMed PMID: 18160133. 11: Ohno T, Tsuchiya M, Osago H, Hara N, Jidoi J, Shimoyama M. Detection of arginine-ADP-ribosylated protein using recombinant ADP-ribosylarginine hydrolase. Anal Biochem. 1995 Oct 10;231(1):115-22. PubMed PMID: 8678289. 12: Aoki K, Kato J, Shoemaker MT, Moss J. Genomic organization and promoter analysis of the mouse ADP-ribosylarginine hydrolase gene. Gene. 2005 May 23;351:83-95. PubMed PMID: 15893437. 13: Teege S, Hann A, Miksiewicz M, MacMillan C, Rissiek B, Buck F, Menzel S, Nissen M, Bannas P, Haag F, Boyer O, Seman M, Adriouch S, Koch-Nolte F. Tuning IL-2 signaling by ADP-ribosylation of CD25. Sci Rep. 2015 Mar 10;5:8959. doi: 10.1038/srep08959. PubMed PMID: 25753532; PubMed Central PMCID: PMC4354014. 14: Miyaoka T, Tsuchiya M, Yamada K, Badruzzaman M, Yamamori C, Ishino H, Shimoyama M. Immunohistochemical localization of ADP-ribosylarginine hydrolase in rodent CNS. Brain Res. 1997 Jan 23;746(1-2):1-9. PubMed PMID: 9037477. 15: Takada T, Okazaki IJ, Moss J. ADP-ribosylarginine hydrolases. Mol Cell Biochem. 1994 Sep;138(1-2):119-22. Review. PubMed PMID: 7898453. 16: Konczalik P, Moss J. Identification of critical, conserved vicinal aspartate residues in mammalian and bacterial ADP-ribosylarginine hydrolases. J Biol Chem. 1999 Jun 11;274(24):16736-40. PubMed PMID: 10358013. 17: Oppenheimer NJ. ADP-ribosylarginine. Methods Enzymol. 1984;106:399-403. PubMed PMID: 6436643. 18: Moss J, Tsai SC, Adamik R, Chen HC, Stanley SJ. Purification and characterization of ADP-ribosylarginine hydrolase from turkey erythrocytes. Biochemistry. 1988 Jul 26;27(15):5819-23. PubMed PMID: 3179279. 19: Pope MR, Saari LL, Ludden PW. Fluorometric assay for ADP-ribosylarginine cleavage enzymes. Anal Biochem. 1987 Jan;160(1):68-77. PubMed PMID: 3032020. 20: Maehama T, Nishina H, Katada T. ADP-ribosylarginine glycohydrolase catalyzing the release of ADP-ribose from the cholera toxin-modified alpha-subunits of GTP-binding proteins. J Biochem. 1994 Nov;116(5):1134-8. PubMed PMID: 7896743.