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18521 Sigma-Aldrich

6-Fmoc-amino-D-luciferin

≥98.5% (TLC)

Synonym: (4S)-2-[6-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-benzothiazolyl]-4,5-dihydro-4-thiazolecarboxylic acid

  • CAS Number 578705-47-2

  • Empirical Formula (Hill Notation) C26H19N3O4S2

  • Molecular Weight 501.58

  •  PubChem Substance ID 329751683

  •  NACRES NA.32

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Properties

Related Categories Biochemicals and Reagents, Chemiluminescent compounds, Luminescent Compounds/Detection More...
Quality Level   100
assay   ≥98.5% (TLC)
solubility   DMSO: 1 mg/mL, clear, colorless to almost colorless
functional group   Fmoc
storage temp.   −20°C
SMILES string   O=C(NC1=CC(SC(C2=N[C@](C(O)=O)([H])CS2)=N3)=C3C=C1)OCC4C(C=CC=C5)=C5C6=C4C=CC=C6
InChI   1S/C26H19N3O4S2/c30-25(31)21-13-34-23(29-21)24-28-20-10-9-14(11-22(20)35-24)27-26(32)33-12-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-11,19,21H,12-13H2,(H,27,32)(H,30,31)/t21-/m1/s1
InChI key   ZKXGWUCUGSIASJ-OAQYLSRUSA-N

Description

General description

Amino analog of D-luciferin substrate for firefly luciferase activity. Useful in automated peptide synthesis for incorporation of amino-luciferin into synthetic peptides.

Application

Peptides containing an aminoluciferin become sensitive chemiluminescent substrates for their individual specific peptidase activity when luciferase is added.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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