8-Nitro-cGMP | CAS# 913645-39-3 | Cytoprotective Mediator / S-guanylation Probe

MedKoo Cat#: 565014 | Name: 8-Nitro-cGMP

Description:

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

8-Nitro-cGMP is a unique cytoprotective mediator which inhibits oxidative stress. 8-Nitro-cGMP is also a probe of the protein S-guanylation.

Chemical Structure

8-Nitro-cGMP

CAS#913645-39-3

Theoretical Analysis

MedKoo Cat#: 565014

Name: 8-Nitro-cGMP

CAS#: 913645-39-3

Chemical Formula: C10H10N6NaO9P

Exact Mass: 412.0145

Molecular Weight: 412.19

Elemental Analysis: C, 29.14; H, 2.45; N, 20.39; Na, 5.58; O, 34.93; P, 7.51

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

8-NO2-cGMP; 8-Nitro-cGMP; 8 Nitro-cGMP; 8NitrocGMP

IUPAC/Chemical Name

8-Nitroguanosine-3',5'-cyclic monophosphate sodium salt

InChi Key

GNFKAYUNSILMKO-YEOHUATISA-M

InChi Code

InChI=1S/C10H11N6O9P.Na/c11-9-13-6-3(7(18)14-9)12-10(16(19)20)15(6)8-4(17)5-2(24-8)1-23-26(21,22)25-5;/h2,4-5,8,17H,1H2,(H,21,22)(H3,11,13,14,18);/q;+1/p-1/t2-,4-,5-,8-;/m1./s1

SMILES Code

O=P(O1)(O[Na])OC[C@H]([C@@H]1[C@H]2O)O[C@H]2N(C([N+]([O-])=O)=N3)C4=C3C(NC(N)=N4)=O

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 412.19 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.

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

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Biochem Biophys Res Commun. 2018 Jan 15;495(3):2165-2170. doi: 10.1016/j.bbrc.2017.12.088. Epub 2017 Dec 16. PubMed PMID: 29258821. 4: Kaneko K, Miyamoto Y, Tsukuura R, Sasa K, Akaike T, Fujii S, Yoshimura K, Nagayama K, Hoshino M, Inoue S, Maki K, Baba K, Chikazu D, Kamijo R. 8-Nitro-cGMP is a promoter of osteoclast differentiation induced by RANKL. Nitric Oxide. 2018 Jan 30;72:46-51. doi: 10.1016/j.niox.2017.11.006. Epub 2017 Nov 26. PubMed PMID: 29183803. 5: Kishimoto Y, Kunieda K, Kitamura A, Kakihana Y, Akaike T, Ihara H. 8-Nitro-cGMP Attenuates the Interaction between SNARE Complex and Complexin through S-Guanylation of SNAP-25. ACS Chem Neurosci. 2018 Feb 21;9(2):217-223. doi: 10.1021/acschemneuro.7b00363. Epub 2017 Nov 10. PubMed PMID: 29110463. 6: Hoshino M, Kaneko K, Miyamoto Y, Yoshimura K, Suzuki D, Akaike T, Sawa T, Ida T, Fujii S, Ihara H, Tanaka J, Tsukuura R, Chikazu D, Mishima K, Baba K, Kamijo R. 8-Nitro-cGMP promotes bone growth through expansion of growth plate cartilage. Free Radic Biol Med. 2017 Sep;110:63-71. doi: 10.1016/j.freeradbiomed.2017.05.022. Epub 2017 May 27. PubMed PMID: 28559051. 7: Arimoto H, Takahashi D. 8-Nitro-cGMP: A Novel Protein-Reactive cNMP and Its Emerging Roles in Autophagy. Handb Exp Pharmacol. 2017;238:253-268. doi: 10.1007/164_2016_5000. Review. PubMed PMID: 28213625. 8: Yoshitake J, Soeda Y, Ida T, Sumioka A, Yoshikawa M, Matsushita K, Akaike T, Takashima A. Modification of Tau by 8-Nitroguanosine 3',5'-Cyclic Monophosphate (8-Nitro-cGMP): EFFECTS OF NITRIC OXIDE-LINKED CHEMICAL MODIFICATION ON TAU AGGREGATION. J Biol Chem. 2016 Oct 21;291(43):22714-22720. Epub 2016 Sep 6. PubMed PMID: 27601475; PubMed Central PMCID: PMC5077206. 9: Kishimoto Y, Akaike T, Ihara H. 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PubMed PMID: 29419573. 12: Saito H, Godo S, Sato S, Ito A, Ikumi Y, Tanaka S, Ida T, Fujii S, Akaike T, Shimokawa H. Important Role of Endothelial Caveolin-1 in the Protective Role of EDH against NO-mediated Nitrative Stress in Microcirculation in Mice. J Cardiovasc Pharmacol. 2017 Oct 27. doi: 10.1097/FJC.0000000000000552. [Epub ahead of print] PubMed PMID: 29095792. 13: Ihara H, Kasamatsu S, Kitamura A, Nishimura A, Tsutsuki H, Ida T, Ishizaki K, Toyama T, Yoshida E, Abdul Hamid H, Jung M, Matsunaga T, Fujii S, Sawa T, Nishida M, Kumagai Y, Akaike T. Exposure to Electrophiles Impairs Reactive Persulfide-Dependent Redox Signaling in Neuronal Cells. Chem Res Toxicol. 2017 Sep 18;30(9):1673-1684. doi: 10.1021/acs.chemrestox.7b00120. Epub 2017 Sep 7. PubMed PMID: 28837763. 14: Ihara H, Kitamura A, Kasamatsu S, Ida T, Kakihana Y, Tsutsuki H, Sawa T, Watanabe Y, Akaike T. Superoxide generation from nNOS splice variants and its potential involvement in redox signal regulation. 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