DMNPE-caged Luciferin - BioReagent, Suitable for molecular biology, ≥98%(TLC) , CAS No.223920-67-0

CAS: 223920-67-0 Cat. No.: D1375504 Molecular Weight: 489.52

GRADE & PURITY Suitable for molecular biology, BioReagent, ≥98%(TLC)

Synonyms

D-Luciferin 1- (4 | 5-dimethoxy-2- nitrophenyl) ethyl ester | DMNPE-caged D-luciferin | D-Luciferin 1-(4,5-dimethoxy-2-nitrophenyl)ethyl ester | DMNPE

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Application

Bioluminescence, Cell Viability Assay, In Vivo Imaging, Reporter Gene Assay

Overview

DMNPE-caged Luciferin is a photoactivatable probe that can easily penetrate the cell membrane, and by exposure to UV light it undergoes a photochemical decomposition liberating a Luciferin molecule. Once exposed to Luciferase enzyme expressed by the cells, Luciferin emits visible (and measurable) light. Using_x000D_this technique, imaging of luciferase activity was performed both in living cells and in mouse tumor xenograft, by intraperitoneal injection of the caged DMNPE luciferin.

Specifications

Synonyms

D-Luciferin 1- (4 | 5-dimethoxy-2- nitrophenyl) ethyl ester | DMNPE-caged D-luciferin | D-Luciferin 1-(4, 5-dimethoxy-2-nitrophenyl)ethyl ester | DMNPE

Specifications & Purity

BioReagent, Suitable for molecular biology, ≥98%(TLC)

Stability And Storage

Store at -20℃ long term (1800 days). Store in the dark.

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

BioReagent, Suitable for molecular biology

Purity

≥98%(TLC)

Names and Identifiers

• Canonical Smiles: CC(C1=CC(=C(C=C1[N+](=O)[O-])OC)OC)OC(=O)C2CSC(=N2)C3=NC4=C(S3)C=C(C=C4)O
• IUPAC Name: 1-(4,5-dimethoxy-2-nitrophenyl)ethyl (4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylate
• InChIKey: VGEMOUFKGRGCNZ-LNUXAPHWSA-N
• INCHI: 1S/C21H19N3O7S2/c1-10(12-7-16(29-2)17(30-3)8-15(12)24(27)28)31-21(26)14-9-32-19(23-14)20-22-13-5-4-11(25)6-18(13)33-20/h4-8,10,14,25H,9H2,1-3H3/t10?,14-/m1/s1
• Isomeric SMILES: CC(C1=CC(=C(C=C1[N+](=O)[O-])OC)OC)OC(=O)[C@H]2CSC(=N2)C3=NC4=C(S3)C=C(C=C4)O
• Molecular Weight: 489.52

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
            • Level7 Alpha amino acid esters

• 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: Alpha amino acid esters
• Alternative Parents: Cysteine and derivatives Nitrophenyl ethers Benzyloxycarbonyls Benzothiazoles Phenoxy compounds Nitroaromatic compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Imidothiolactones Thiazolines Thiazoles Heteroaromatic compounds Carboxylic acid esters Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Monocarboxylic acids and derivatives Imidothioic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxoanionic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid ester - Cysteine or derivatives - Nitrophenyl ether - Benzyloxycarbonyl - Nitrobenzene - 1,3-benzothiazole - Phenoxy compound - Nitroaromatic compound - Methoxybenzene - Phenol ether - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Imidothiolactone - Benzenoid - Monocyclic benzene moiety - Heteroaromatic compound - Meta-thiazoline - Thiazole - Azole - Organic nitro compound - C-nitro compound - Imidothioester - Carboxylic acid ester - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Sulfenyl compound - Organic oxoazanium - Monocarboxylic acid or derivatives - Imidothioic acid or derivatives - Ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic hyponitrite - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• 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 or DMF.
• Molecular Weight: 489.500 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 489.066 Da
• Monoisotopic Mass: 489.066 Da
• Topological Polar Surface Area: 190.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 767.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1