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D-Luciferin sodium salt - 10mM in DMSO, high purity , CAS No.103404-75-7
Chemiluminescent luciferase substrate
Basic Description
Synonyms
103404-75-7 | D-Luciferin sodium salt | Sodium (S)-2-(6-hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylate | D-Luciferin Sodium | D-Luciferin (sodium) | D-Luciferin sodium salt monohydrate | C11H7N2NaO3S2 | (4S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Chemiluminescent luciferase substrate. Water soluble derivative of D-Luciferin and analog of D-Luciferin potassium salt. Excitation is pH dependent (pH ex λ = 327 and 385 nm for pH 4 and pH 11 respectively)
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
D-Luciferin sodium salt is used as a substrate which, upon oxidation by the enzyme luciferase, produces bioluminescence. This system is employed as a reporter in plants, bacteria, and mammalian cells. Because chemiluminescent techniques are virtually background-free, this reporter gene system is ideal for detecting low-level gene expression.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Subclass
Amino acids, peptides, and analogues
Intermediate Tree Nodes
Amino acids and derivatives - Alpha amino acids and derivatives
Direct Parent
Cysteine and derivatives
Alternative Parents
Benzothiazoles 1-hydroxy-2-unsubstituted benzenoids Imidothiolactones Thiazolines Thiazoles Heteroaromatic compounds Carboxylic acid salts Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Organic alkali metal salts Monocarboxylic acids and derivatives Imidothioic acids and derivatives Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Cysteine or derivatives - 1,3-benzothiazole - 1-hydroxy-2-unsubstituted benzenoid - Imidothiolactone - Benzenoid - Heteroaromatic compound - Meta-thiazoline - Thiazole - Azole - Imidothioester - Carboxylic acid salt - Azacycle - Organic alkali metal salt - Organic metal salt - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Monocarboxylic acid or derivatives - Imidothioic acid or derivatives - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as cysteine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Names and Identifiers
IUPAC Name
sodium;(4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylate
INCHI
InChI=1S/C11H8N2O3S2.Na/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16;/h1-3,7,14H,4H2,(H,15,16);/q;+1/p-1/t7-;/m1./s1
InChIKey
LILQLBIQROYWIA-OGFXRTJISA-M
Smiles
C1C(N=C(S1)C2=NC3=C(S2)C=C(C=C3)O)C(=O)[O-].[Na+]
Isomeric SMILES
C1[C@@H](N=C(S1)C2=NC3=C(S2)C=C(C=C3)O)C(=O)[O-].[Na+]
WGK Germany
3
Molecular Weight
302.3
Reaxy-Rn
62728073
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=62728073&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
302.300 g/mol
XLogP3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
2
Exact Mass
301.98 Da
Monoisotopic Mass
301.98 Da
Topological Polar Surface Area
139.000 Ų
Heavy Atom Count
19
Formal Charge
0
Complexity
396.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
1
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
2
Citations of This Product
1.
Xiao Kui, Zhang Niyuan, Li Feifei, Hou Dayong, Zhai Xiaoyi, Xu Wanhai, Wang Gelin, Wang Hao, Zhao Liang.
(2022)
Pro-oxidant response and accelerated ferroptosis caused by synergetic Au(I) release in hypercarbon-centered gold(I) cluster prodrugs. Nature Communications,
13
(1):
(1-13).
2.
Chao Chen, Hongxia Zhang, Lingling Qi, Haoqi Lei, Xuefei Feng, Yingjie Chen, Yuanyuan Cheng, Defeng Pang, Jufeng Wan, Haiying Xu, Shifeng Cao, Baofeng Yang, Yan Zhang, Xin Zhao.
(2025)
Obesity-driven oleoylcarnitine accumulation in tumor microenvironment promotes breast cancer metastasis-like phenotype. Acta Pharmaceutica Sinica B,
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2 Citations