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MedKoo Cat#: 562034 | Name: Aminoluciferin
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Description:

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

Aminoluciferin is a luciferin derivative as functional bioluminogenic substrate.

Chemical Structure

Aminoluciferin
Aminoluciferin
CAS#161055-47-6

Theoretical Analysis

MedKoo Cat#: 562034

Name: Aminoluciferin

CAS#: 161055-47-6

Chemical Formula: C11H9N3O2S2

Exact Mass: 279.0136

Molecular Weight: 279.33

Elemental Analysis: C, 47.30; H, 3.25; N, 15.04; O, 11.46; S, 22.95

Price and Availability

Size Price Availability Quantity
10mg USD 550.00 2 Weeks
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Synonym
Aminoluciferin; aLuc; 6-Amino-D-luciferin; D-aminoluciferin; Aminoluciferin[firefly];
IUPAC/Chemical Name
(4S)-2-(6-Amino-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
InChi Key
HKSJKXOOBAVPKR-SSDOTTSWSA-N
InChi Code
InChI=1S/C11H9N3O2S2/c12-5-1-2-6-8(3-5)18-10(13-6)9-14-7(4-17-9)11(15)16/h1-3,7H,4,12H2,(H,15,16)/t7-/m1/s1
SMILES Code
O=C([C@@H]1N=C(C2=NC3=CC=C(N)C=C3S2)SC1)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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 279.33 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
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PubMed PMID: 28268194. 7: Grabe GJ, Zhang Y, Przydacz M, Rolhion N, Yang Y, Pruneda JN, Komander D, Holden DW, Hare SA. The Salmonella Effector SpvD Is a Cysteine Hydrolase with a Serovar-specific Polymorphism Influencing Catalytic Activity, Suppression of Immune Responses, and Bacterial Virulence. J Biol Chem. 2016 Dec 9;291(50):25853-25863. Epub 2016 Oct 27. PubMed PMID: 27789710; PubMed Central PMCID: PMC5207060. 8: Yuan Y, Wang F, Tang W, Ding Z, Wang L, Liang L, Zheng Z, Zhang H, Liang G. Intracellular Self-Assembly of Cyclic d-Luciferin Nanoparticles for Persistent Bioluminescence Imaging of Fatty Acid Amide Hydrolase. ACS Nano. 2016 Jul 26;10(7):7147-53. doi: 10.1021/acsnano.6b03412. Epub 2016 Jun 29. PubMed PMID: 27348334. 9: Tian X, Li Z, Lau C, Lu J. Visualization of in Vivo Hydrogen Sulfide Production by a Bioluminescence Probe in Cancer Cells and Nude Mice. Anal Chem. 2015 Nov 17;87(22):11325-31. doi: 10.1021/acs.analchem.5b03712. Epub 2015 Oct 27. PubMed PMID: 26482557. 10: Hsu HT, Trantow BM, Waymouth RM, Wender PA. Bioorthogonal Catalysis: A General Method To Evaluate Metal-Catalyzed Reactions in Real Time in Living Systems Using a Cellular Luciferase Reporter System. Bioconjug Chem. 2016 Feb 17;27(2):376-82. doi: 10.1021/acs.bioconjchem.5b00469. Epub 2015 Sep 25. PubMed PMID: 26367192; PubMed Central PMCID: PMC4772775. 11: Takakura H, Kojima R, Kamiya M, Kobayashi E, Komatsu T, Ueno T, Terai T, Hanaoka K, Nagano T, Urano Y. New class of bioluminogenic probe based on bioluminescent enzyme-induced electron transfer: BioLeT. J Am Chem Soc. 2015 Apr 1;137(12):4010-3. doi: 10.1021/ja511014w. Epub 2015 Mar 19. PubMed PMID: 25761130. 12: Miao Q, Li Q, Yuan Q, Li L, Hai Z, Liu S, Liang G. Discriminative fluorescence sensing of biothiols in vitro and in living cells. Anal Chem. 2015 Mar 17;87(6):3460-6. doi: 10.1021/ac504836a. Epub 2015 Feb 25. PubMed PMID: 25688007. 13: McCutcheon DC, Porterfield WB, Prescher JA. Rapid and scalable assembly of firefly luciferase substrates. Org Biomol Chem. 2015 Feb 21;13(7):2117-21. doi: 10.1039/c4ob02529f. PubMed PMID: 25525906; PubMed Central PMCID: PMC4318752. 14: O'Brien MA, Moravec RA, Riss TL, Bulleit RF. Homogeneous, bioluminescent proteasome assays. Methods Mol Biol. 2015;1219:95-114. doi: 10.1007/978-1-4939-1661-0_9. PubMed PMID: 25308265. 15: Wu W, Li J, Chen L, Ma Z, Zhang W, Liu Z, Cheng Y, Du L, Li M. Bioluminescent probe for hydrogen peroxide imaging in vitro and in vivo. Anal Chem. 2014 Oct 7;86(19):9800-6. doi: 10.1021/ac502396g. Epub 2014 Sep 17. PubMed PMID: 25192073. 16: Viviani VR, Neves DR, Amaral DT, Prado RA, Matsuhashi T, Hirano T. Bioluminescence of beetle luciferases with 6'-amino-D-luciferin analogues reveals excited keto-oxyluciferin as the emitter and phenolate/luciferin binding site interactions modulate bioluminescence colors. Biochemistry. 2014 Aug 19;53(32):5208-20. doi: 10.1021/bi500160m. Epub 2014 Aug 4. PubMed PMID: 25025160. 17: Godinat A, Park HM, Miller SC, Cheng K, Hanahan D, Sanman LE, Bogyo M, Yu A, Nikitin GF, Stahl A, Dubikovskaya EA. A biocompatible in vivo ligation reaction and its application for noninvasive bioluminescent imaging of protease activity in living mice. ACS Chem Biol. 2013 May 17;8(5):987-99. doi: 10.1021/cb3007314. Epub 2013 Mar 29. PubMed PMID: 23463944; PubMed Central PMCID: PMC3836283. 18: Yang Y, Liu X, Huang J, Zhong Y, Mao Z, Xiao H, Li M, Zhuo Y. Inhibition of p38 mitogen-activated protein kinase phosphorylation decrease tert-butyl hydroperoxide-induced apoptosis in human trabecular meshwork cells. Mol Vis. 2012;18:2127-36. Epub 2012 Jul 26. PubMed PMID: 22876140; PubMed Central PMCID: PMC3413423. 19: Orcutt SJ, Wu J, Eddins MJ, Leach CA, Strickler JE. Bioluminescence assay platform for selective and sensitive detection of Ub/Ubl proteases. Biochim Biophys Acta. 2012 Nov;1823(11):2079-86. doi: 10.1016/j.bbamcr.2012.06.004. Epub 2012 Jun 15. PubMed PMID: 22705352; PubMed Central PMCID: PMC3465522. 20: Hirano T, Nagai H, Matsuhashi T, Hasumi Y, Iwano S, Ito K, Maki S, Niwa H, Viviani VR. Spectroscopic studies of the color modulation mechanism of firefly (beetle) bioluminescence with amino-analogs of luciferin and oxyluciferin. Photochem Photobiol Sci. 2012 Aug;11(8):1281-4. doi: 10.1039/c2pp25106j. Epub 2012 Jun 14. PubMed PMID: 22699416.