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 (JSmol)	Interactive image;
ChEBI	CHEBI:32969;
ChemSpider	388647;
PubChem CID	439556;
UNII	YMK242B63W ;
	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	270.182 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),[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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[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.