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    6-Amino-D-luciferin

    Available from stock

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      6-Amino-D-luciferin

      SKU
      A0306

      Categories: Fluorescent Detection, Fluorescent Detection

      Synonyms
      4,5-dihydro-2[6-amino-2-benzthiazolyl]-4-thiazole carboxylic acid
      161055-47-6
      CAS-Number
      C11H9N3O2S2
      Molecular Formula
      279.34
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥99% (HPLC)
      Appearance
      Yellow powder
      Identity
      1H-NMR

      Properties

      Solvents
      water

      Documentation

      Safety Data Sheet (SDS)
      CDX A0306 MSDS.pdf
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Description
      Amino analog of the common D-luciferin substrate for use in measuring firefly luciferase activity. This cell permeable reagent can be used when considering design of proluminescent bioconjugates (peptidase substrates) of luciferin for ultrasensitive luminescent assays. In bioluminescent protease assays peptides or amino acids are conjugated to the luciferin analog 6-amino-D-luciferin. These substrates are useful for ultrasensitive analysis of a variety of protease enzymes including various caspases and cathepsins, chymotrypsin, trypsin, elastase, kallikrein, thrombin, ficin, bromoalain, plasmin, papain, ficin and many others or even for use in vivo tracing of luciferase transfected cells in living tissues. The resulting bioluminescence spectrum of reaction of 6-Amino-D-luciferin is very similar to that observed for the natural substrate D-luciferin. Peptidase assays using a bioluminogenic substrate can be easily adapted to 96-well formats for HTS-based assays. Using this principle, it is possible to design an assay to detect almost any peptidase or protease activity via bioluminescence by using a substrate with a suitable peptide sequence. Applications in pathogen detection, discovery of protease inhibitors, probing cell physiology and assessing protease activity in oncogenesis are possible at extraordinary sensitivity.
      Smiles
      C1C(N=C(S1)C2=NC3=C(S2)C=C(C=C3)N)C(=O)O
      InChi Key
      HKSJKXOOBAVPKR-SSDOTTSWSA-N
      References
      (1) R. Shinde, et al., Biochemistry 45, 11103 (2006) , (2) A. Dragulescu-Andrasi, et al., Bioconjugate Chem. 20, 1660 (2009) , (3) H. Takakura, et al., Chem. Asian J. 5, 2053 (2010) , (4) K.R. Harwood, et al., Chem. Biol. 18, 1649 (2011) , (5) S.J. Orcutt, et al., BBA Mol. Res. 1823, 2079 (2012) , (6) Z-S. Li, et al., J. Photochem. Photobiol. A: Chem. 243, 7 (2012) , (7) R. Kojima, et al., Angew. Chem. Int. Ed. 52, 1175 (2013) , (8) J. Li, et al., Anal. Chem. 86, 2747 (2014) , (9) V.R. Viviani, et al., Biochemistry 53, 5208 (2014) , (10) D.M. Mofford, et al., JACS 136, 13277 (2014) , (11) Y. Nam, et al., Chem. Commun. 52, 1128 (2016)

      Amino analog of the common D-luciferin substrate for use in measuring firefly luciferase activity. This cell permeable reagent can be used when considering design of proluminescent bioconjugates (peptidase substrates) of luciferin for ultrasensitive luminescent assays. In bioluminescent protease assays peptides or amino acids are conjugated to the luciferin analog 6-amino-D-luciferin. These substrates are useful for ultrasensitive analysis of a variety of protease enzymes including various caspases and cathepsins, chymotrypsin, trypsin, elastase, kallikrein, thrombin, ficin, bromoalain, plasmin, papain, ficin and many others or even for use in vivo tracing of luciferase transfected cells in living tissues. The resulting bioluminescence spectrum of reaction of 6-Amino-D-luciferin is very similar to that observed for the natural substrate D-luciferin. Peptidase assays using a bioluminogenic substrate can be easily adapted to 96-well formats for HTS-based assays. Using this principle, it is possible to design an assay to detect almost any peptidase or protease activity via bioluminescence by using a substrate with a suitable peptide sequence. Applications in pathogen detection, discovery of protease inhibitors, probing cell physiology and assessing protease activity in oncogenesis are possible at extraordinary sensitivity.

      SKU: A0306 Categories: Fluorescent Detection, Fluorescent Detection
      • Additional information

      Additional information

      Synonyms

      4,5-dihydro-2[6-amino-2-benzthiazolyl]-4-thiazole carboxylic acid

      Purity

      ≥99% (HPLC)

      Appearance

      Yellow powder

      CAS-Number

      161055-47-6

      Molecular Formula

      C11H9N3O2S2

      Molecular Weight

      279.34

      Identity

      1H-NMR

      Solvents

      water

      Smiles

      C1C(N=C(S1)C2=NC3=C(S2)C=C(C=C3)N)C(=O)O

      InChi Key

      HKSJKXOOBAVPKR-SSDOTTSWSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      References

      (1) R. Shinde, et al., Biochemistry 45, 11103 (2006), (2) A. Dragulescu-Andrasi, et al., Bioconjugate Chem. 20, 1660 (2009), (3) H. Takakura, et al., Chem. Asian J. 5, 2053 (2010), (4) K.R. Harwood, et al., Chem. Biol. 18, 1649 (2011), (5) S.J. Orcutt, et al., BBA Mol. Res. 1823, 2079 (2012), (6) Z-S. Li, et al., J. Photochem. Photobiol. A: Chem. 243, 7 (2012), (7) R. Kojima, et al., Angew. Chem. Int. Ed. 52, 1175 (2013), (8) J. Li, et al., Anal. Chem. 86, 2747 (2014), (9) V.R. Viviani, et al., Biochemistry 53, 5208 (2014), (10) D.M. Mofford, et al., JACS 136, 13277 (2014), (11) Y. Nam, et al., Chem. Commun. 52, 1128 (2016)

      Quantity

      1 mg, 5 mg, Bulk

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