Lombricine

Last updated
Lombricine
Lombricine.svg
Names
IUPAC name
O-[{2-[(Diaminomethylene)amino]ethoxy}(hydroxy)phosphoryl]-D-serine
Other names
D-Lombricine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C6H15N4O6P/c7-4(5(11)12)3-16-17(13,14)15-2-1-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H,13,14)(H4,8,9,10)/t4-/m1/s1
    Key: GSDBGCKBBJVPNC-SCSAIBSYSA-N
  • InChI=1/C6H15N4O6P/c7-4(5(11)12)3-16-17(13,14)15-2-1-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H,13,14)(H4,8,9,10)/t4-/m1/s1
    Key: GSDBGCKBBJVPNC-SCSAIBSYBR
  • O=C(O)[C@H](N)COP(=O)(OCC/N=C(\N)N)O
Properties
C6H15N4O6P
Molar mass 270.182 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lombricine is a phosphagen that is unique to earthworms. Structurally, it is a phosphodiester of 2-guanidinoethanol and D-serine (not the usual L-serine), [1] which is then further phosphorylated by lombricine kinase to phospholombricine.

Related Research Articles

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<i>Lumbricus terrestris</i> Species of annelid worm

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An earthworm is a soil-dwelling terrestrial invertebrate that belongs to the phylum Annelida. The term is the common name for the largest members of the class Oligochaeta. In classical systems, they were in the order of Opisthopora since the male pores opened posterior to the female pores, although the internal male segments are anterior to the female. Theoretical cladistic studies have placed them in the suborder Lumbricina of the order Haplotaxida, but this may change. Other slang names for earthworms include "dew-worm", "rainworm", "nightcrawler", and "angleworm". Larger terrestrial earthworms are also called megadriles as opposed to the microdriles in the semiaquatic families Tubificidae, Lumbricidae and Enchytraeidae. The megadriles are characterized by a distinct clitellum and a vascular system with true capillaries.

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References

  1. Rossiter, RJ; Gaffney, TJ; Rosenberg, H; Ennor, AH (1960). "The formation in vivo of lombricine in the earthworm (Megascolides cameroni)". The Biochemical Journal. 76 (3): 603–10. doi:10.1042/bj0760603. PMC   1204840 . PMID   13743749.