6′-Amino-D-luciferin - ≥98% , CAS No.161055-47-6

CAS: 161055-47-6 Cat. No.: A275680 Molecular Weight: 279.34

GRADE & PURITY ≥98%

Synonyms

6′-Amino-D-luciferin | (S)-2-(6-Amino-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid | (S)-2-(6-Amino-2-benzothiazolyl)-4,5-dihydro-4-thiazolecarboxylic acid

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

6′-Amino-D-luciferin | (S)-2-(6-Amino-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid | (S)-2-(6-Amino-2-benzothiazolyl)-4, 5-dihydro-4-thiazolecarboxylic acid

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Amino analog of the common D-luciferin substrate. Cell permeable reagent that\xa0measures firefly luciferase activity.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488200881
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488200881
• Canonical Smiles: C1C(N=C(S1)C2=NC3=C(S2)C=C(C=C3)N)C(=O)O
• IUPAC Name: (4S)-2-(6-amino-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
• InChIKey: HKSJKXOOBAVPKR-SSDOTTSWSA-N
• 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
• Isomeric SMILES: C1[C@@H](N=C(S1)C2=NC3=C(S2)C=C(C=C3)N)C(=O)O
• Molecular Weight: 279.34
• Reaxy-Rn: 2993917
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2993917&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• 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
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Benzothiazoles Imidothiolactones Benzenoids Thiazolines Thiazoles Heteroaromatic compounds Amino acids Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Primary amines Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - 1,3-benzothiazole - Benzenoid - Imidothiolactone - Azole - Thiazole - Heteroaromatic compound - Meta-thiazoline - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organooxygen compound - Organonitrogen compound - Amine - Organic nitrogen compound - Primary amine - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• 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.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Sensitivity: Light sensitive;Moisture sensitive
• Molecular Weight: 279.300 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 279.014 Da
• Monoisotopic Mass: 279.014 Da
• Topological Polar Surface Area: 142.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 390.000
• 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: 1