Flexirubin

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Flexirubin
Flexirubin structure.svg
Names
Preferred IUPAC name
2-Dodecyl-3-hydroxy-5-methylphenyl (2E,4E,6E,8E,10E,12E,14E,16E)-17-(4-hydroxy-3-methylphenyl)heptadeca-2,4,6,8,10,12,14,16-octaenoate
Identifiers
Properties
C43H54O4
Molar mass 634.901 g·mol−1
Appearance Violet-red needles
Melting point 174–176 °C (345–349 °F; 447–449 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Flexirubin is the main pigment in the bacteria genera Flexibacter, Flavobacterium, Chryseobacterium, and Cytophaga.[1] It was isolated for the first time from . Flexirubin is found in these genera, as well as those that produce carotenoids. The pigment mixture of flexirubin and carotenoids imparts colonies with an intense yellow-orange color.[2] Structurally, this bacteria pigment is based on a polycarboxylic-chromophore that is linked with a phenol by an ester, resulting in an alkyl side-chain.[3][2] The first total synthesis of flexirubin was reported in 1977.[4]

To test for the presence of flexirubin, a cultural strain with a 20% potassium hydroxide solution is created. A color change from gold to red-brown indicates the presence of flexirubin.[1] Alternatively, the pigment can also be extracted with acetone and chromatographic methods can be used to ascertain its presence.[1]

References[]

  1. ^ a b c Reichenbach, H., W. Kohl, et al. (1980). FLEXIRUBIN-TYPE PIGMENTS IN FLAVOBACTERIUM. Archives of Microbiology 126(3): 291–293.
  2. ^ a b Hans Achenbach, W. Kohl, et al. (1976). INVESTIGATIONS ON METABOLITES OF MICROORGANISMS .11. FLEXIRUBIN, A NOVEL PIGMENT FROM FLEXIBACTER-ELEGANS. Chemische Berichte-Recueil 109(7): 2490–2502.
  3. ^ Achenbach, H., W. Kohl, et al. (1974). STRUCTURE OF FLEXIRUBIN. Tetrahedron Letters(30): 2555–2556.
  4. ^ Achenbach, H. and J. Witzke (1977). TOTAL SYNTHESIS OF FLEXIRUBIN DIMETHYL ETHER. Angewandte Chemie-International Edition in English 16(3): 191–192.
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