Lombricine

Lombricine
Names
IUPAC name
O-[{2-[(Diaminomethylene)amino]ethoxy}(hydroxy)phosphoryl]-D-serine
Other names
D-Lombricine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
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).
Infobox references

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), which is then further phosphorylated by lombricine kinase to phospholombricine.

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