Tryptophan tryptophylquinone

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  Y
3D model (JSmol)	Interactive image
ChemSpider	120330049
MeSH	Tryptophan+tryptophylquinone
PubChem CID	3035424
InChI InChI=1S/C22H20N4O6/c23-13(22(31)32)7-11-9-3-1-2-4-14(9)25-18(11)12-8-15(27)20(30)19-17(12)10(21(24)26-19)5-6-16(28)29/h1-4,8,13,24-25,27,30H,5-7,23H2,(H,28,29)(H,31,32) Key: FBZAAMONQBDWHA-UHFFFAOYSA-N
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). Y  verify  (what is  YN ?) Infobox references

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

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 (2009). "Uncovering novel biochemistry in the mechanism of tryptophan tryptophylquinone cofactor biosynthesis". Curr. Opin. Chem. Biol. 13 (4): 469–474. doi:10.1016/j.cbpa.2009.06.026. PMC   2749888 . PMID   19648051.