Tryptophan tryptophylquinone

Tryptophan tryptophylquinone (TTQ)[1] is an enzyme cofactor, generated by posttranslational modification of amino acids within the protein. Methylamine dehydrogenase (MADH), an amine dehydrogenase, requires TTQ for its catalytic function.[2]

Tryptophan tryptophylquinone

Names
IUPAC name 2-Amino-3-[2-[2-amino-3-(2-carboxyethyl)-6,7-dioxo-1H-indol-4-yl]-1H-indol-3-yl]propanoic acid
Identifiers
CAS Number	134645-25-3
3D model (JSmol)	Interactive image
MeSH	Tryptophan+tryptophylquinone
PubChem CID	5486829
CompTox Dashboard (EPA)	DTXSID40905101
SMILES C1=CC=C2C(=C1)C(=C(N2)C3=CC(=O)C(=O)C4=C3C(=C(N4)N)CCC(=O)O)CC(C(=O)O)N
Properties
Chemical formula	C22H20N4O6
Molar mass	436.424 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

• Amicyanin

References

1. Davidson, V. L.; Liu, A. (2012). "Tryptophan tryptophylquinone biosynthesis: A radical approach to posttranslational modification, by Victor L. Davidson1 and Aimin Liu2, on National Center for Biotechnology Information, U.S. National Library of Medicine, published 2012 Jan 28. doi: 10.1016/j.bbapap.2012.01.008". Biochimica et Biophysica Acta. 1824 (11): 1299–1305. doi:10.1016/j.bbapap.2012.01.008. PMC 3432176. PMID 22314272.
2. Davidson VL, Liu A: Uncovering novel biochemistry in the mechanism of tryptophan tryptophylquinone cofactor biosynthesis Curr. Op. Chem. Biol. 2009, 13: 469-474