Cypridina luciferin | CAS#876351-00-7

MedKoo Cat#: 527951 | Name: Cypridina luciferin

Description:

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

Cypridina luciferin is a bioactive chemical.

Chemical Structure

Cypridina luciferin

CAS#876351-00-7

Theoretical Analysis

MedKoo Cat#: 527951

Name: Cypridina luciferin

CAS#: 876351-00-7

Chemical Formula: C22H27N7O

Exact Mass: 405.2277

Molecular Weight: 405.51

Elemental Analysis: C, 65.16; H, 6.71; N, 24.18; O, 3.95

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 #

No Data

Synonym

Cypridina luciferin

IUPAC/Chemical Name

Guanidine, N-(3-(3,7-dihydro-6-(1H-indol-3-yl)-2-((1S)-1-methylpropyl)-3-oxoimidazo(1,2-a)pyrazin-8-yl)propyl)-

InChi Key

ZWPWSXGBDMGKKS-ZDUSSCGKSA-N

InChi Code

InChI=1S/C22H27N7O/c1-3-13(2)19-21(30)29-12-18(15-11-26-16-8-5-4-7-14(15)16)27-17(20(29)28-19)9-6-10-25-22(23)24/h4-5,7-8,11-13,26-27H,3,6,9-10H2,1-2H3,(H4,23,24,25)/t13-/m0/s1

SMILES Code

NC(NCCCC1=C(N=C([C@@H](C)CC)C2=O)N2C=C(C3=CNC4=C3C=CC=C4)N1)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 405.51 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

1: Li J, Zeng W, Lai X, Wang X, Xu X, Cai H, Wei L, Cheng XL. Selective and sensitive determination of tetracyclines by HPLC with chemiluminescence detection based on a cerium(IV)-methoxylated cypridina luciferin analogue system. J Sep Sci. 2018 Sep 13. doi: 10.1002/jssc.201800683. [Epub ahead of print] PubMed PMID: 30211986. 2: Tran D, Dauphin A, Meimoun P, Kadono T, Nguyen HTH, Arbelet-Bonnin D, Zhao T, Errakhi R, Lehner A, Kawano T, Bouteau F. Methanol induces cytosolic calcium variations, membrane depolarization and ethylene production in arabidopsis and tobacco. Ann Bot. 2018 Mar 20. doi: 10.1093/aob/mcy038. [Epub ahead of print] PubMed PMID: 29579139. 3: Mitani Y, Oshima Y, Mitsuda N, Tomioka A, Sukegawa M, Fujita M, Kaji H, Ohmiya Y. Efficient production of glycosylated Cypridina luciferase using plant cells. Protein Expr Purif. 2017 May;133:102-109. doi: 10.1016/j.pep.2017.03.008. Epub 2017 Mar 11. PubMed PMID: 28288897. 4: Kaskova ZM, Tsarkova AS, Yampolsky IV. 1001 lights: luciferins, luciferases, their mechanisms of action and applications in chemical analysis, biology and medicine. Chem Soc Rev. 2016 Oct 24;45(21):6048-6077. Review. PubMed PMID: 27711774. 5: Whitehouse S, Chen PL, Greenshields AL, Nightingale M, Hoskin DW, Bedard K. Resveratrol, piperine and apigenin differ in their NADPH-oxidase inhibitory and reactive oxygen species-scavenging properties. Phytomedicine. 2016 Nov 15;23(12):1494-1503. doi: 10.1016/j.phymed.2016.08.011. Epub 2016 Aug 31. PubMed PMID: 27765370. 6: Mizutani T, Sumida H, Sagawa Y, Okano Y, Masaki H. Carbonylated proteins exposed to UVA and to blue light generate reactive oxygen species through a type I photosensitizing reaction. J Dermatol Sci. 2016 Dec;84(3):314-321. doi: 10.1016/j.jdermsci.2016.09.016. Epub 2016 Sep 28. PubMed PMID: 27743910. 7: Morita N, Haga S, Ohmiya Y, Ozaki M. Long-term ex vivo and in vivo monitoring of tumor progression by using dual luciferases. Anal Biochem. 2016 Mar 15;497:24-6. doi: 10.1016/j.ab.2015.12.007. Epub 2015 Dec 22. PubMed PMID: 26717897. 8: Ding BW, Naumov P, Liu YJ. Mechanistic insight into marine bioluminescence: photochemistry of the chemiexcited Cypridina (sea firefly) lumophore. J Chem Theory Comput. 2015 Feb 10;11(2):591-9. doi: 10.1021/ct5009203. PubMed PMID: 26580916. 9: Markova SV, Vysotski ES. Coelenterazine-dependent luciferases. Biochemistry (Mosc). 2015 Jun;80(6):714-32. doi: 10.1134/S0006297915060073. Review. PubMed PMID: 26531017. 10: Jiang Z, Yang T, Liu M, Hu Y, Wang J. An aptamer-based biosensor for sensitive thrombin detection with phthalocyanine@SiO2 mesoporous nanoparticles. Biosens Bioelectron. 2014 Mar 15;53:340-5. doi: 10.1016/j.bios.2013.10.005. Epub 2013 Oct 16. PubMed PMID: 24176970. 11: Ishii Y, Hayashi C, Suzuki Y, Hirano T. Chemiluminescent 2,6-diphenylimidazo[1,2-a]pyrazin-3(7H)-ones: a new entry to Cypridina luciferin analogues. Photochem Photobiol Sci. 2014 Feb;13(2):182-9. doi: 10.1039/c3pp50197c. PubMed PMID: 24057509. 12: Takeshita K, Okazaki S, Itoda A. Nitroxyl radicals remarkably enhanced the superoxide anion radical-induced chemiluminescence of Cypridina luciferin analogues. Anal Chem. 2013 Jul 16;85(14):6833-9. doi: 10.1021/ac401002v. Epub 2013 Jun 27. PubMed PMID: 23772676. 13: Yamada Y, Nishide SY, Nakajima Y, Watanabe T, Ohmiya Y, Honma K, Honma S. Monitoring circadian time in rat plasma using a secreted Cypridina luciferase reporter. Anal Biochem. 2013 Aug 15;439(2):80-7. doi: 10.1016/j.ab.2013.04.019. Epub 2013 Apr 25. PubMed PMID: 23624321. 14: Jiang Z, Chen M, Hu Y, Wang J, Chen G. Investigation on 1O2 generation ability of di-sulfonic phthalocyanine zinc isomers using an HPLC-CL system. Luminescence. 2013 Nov-Dec;28(6):922-6. doi: 10.1002/bio.2460. Epub 2013 Jan 21. PubMed PMID: 23339148. 15: Navizet I, Roca-Sanjuán D, Yue L, Liu YJ, Ferré N, Lindh R. Are the bio- and chemiluminescence states of the firefly oxyluciferin the same as the fluorescence state? Photochem Photobiol. 2013 Mar-Apr;89(2):319-25. doi: 10.1111/php.12007. Epub 2012 Dec 17. PubMed PMID: 23057607. 16: Tzertzinis G, Schildkraut E, Schildkraut I. Substrate cooperativity in marine luciferases. PLoS One. 2012;7(6):e40099. doi: 10.1371/journal.pone.0040099. Epub 2012 Jun 29. PubMed PMID: 22768230; PubMed Central PMCID: PMC3387026. 17: Roca-Sanjuán D, Delcey MG, Navizet I, Ferré N, Liu YJ, Lindh R. Chemiluminescence and Fluorescence States of a Small Model for Coelenteramide and Cypridina Oxyluciferin: A CASSCF/CASPT2 Study. J Chem Theory Comput. 2011 Dec 13;7(12):4060-9. doi: 10.1021/ct2004758. Epub 2011 Nov 11. PubMed PMID: 26598351. 18: Wu C, Kawasaki K, Ohgiya S, Ohmiya Y. Chemical studies on the BRET system between the bioluminescence of Cypridina and quantum dots. Photochem Photobiol Sci. 2011 Oct;10(10):1531-4. doi: 10.1039/c1pp05092c. Epub 2011 Jun 28. PubMed PMID: 21713276. 19: Bancirova M. Sodium azide as a specific quencher of singlet oxygen during chemiluminescent detection by luminol and Cypridina luciferin analogues. Luminescence. 2011 Nov-Dec;26(6):685-8. doi: 10.1002/bio.1296. Epub 2011 Apr 13. PubMed PMID: 21491580. 20: Heller MI, Croot PL. Application of a superoxide (O(2)(-)) thermal source (SOTS-1) for the determination and calibration of O(2)(-) fluxes in seawater. Anal Chim Acta. 2010 May 14;667(1-2):1-13. doi: 10.1016/j.aca.2010.03.054. Epub 2010 Apr 1. PubMed PMID: 20441861.