Lombricine

Lombricine
Names

IUPAC name O-[{2-[(Diaminomethylene)amino]ethoxy}(hydroxy)phosphoryl]-D-serine
Other names D-Lombricine
Identifiers
CAS Number	79342-60-2
3D model (Jmol)	Interactive image
ChEBI	CHEBI:32969
ChemSpider	388647
PubChem	439556
InChI 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
SMILES O=C(O)[C@H](N)COP(=O)(OCC/N=C(\N)N)O
Properties
Chemical formula	C₆H₁₅N₄O₆P
Molar mass	270.18 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),^[1] which is then further phosphorylated by lombricine kinase to phospholombricine.

References

↑ 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.

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