Exact Mass: 551.0930794000001

Exact Mass Matches: 551.0930794000001

Found 5 metabolites which its exact mass value is equals to given mass value 551.0930794000001, within given mass tolerance error 0.01 dalton. Try search metabolite list with more accurate mass tolerance error 0.001 dalton.

Lipoyl-GMP

{[(2R,3S,4R,5R)-5-{2-[5-(1,2-dithiolan-3-yl)pentanamido]-6-oxo-6,9-dihydro-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

C18H26N5O9PS2 (551.0909516)


Lipoyl-GMP is an intermediate in lipoic acid metabolism.In mammals, the posttranslational modification of unlipoylated apoproteins by addition of lipoic acid is done in a two-step enzymatic reaction using free lipoic acid. The free lipoic acid in the cell is first activated by reacting it. with adenosine triphosphate, using up two high energy phosphate bonds to form lipoyl-AMP (GMP), a process catalyzed by lipoate activating enzyme (LAE).41 The activated lipoyl moiety is subsequently used to form an amide bond with lysine residues of the unlipoylated apoprotein, which is catalyzed by lipoyl-AMP(GMP):N-lysine lipoyl transferase Interestingly, purified LAE from bovine liver mitochondria preferentially utilizes guanosine triphosphate, instead of adenosine triphosphate, for the activation of lipoic acid to form lipoyl-GMP.44 Furthermore, genetic analysis of LAE reveals that the enzyme is identical to. xenobiotic-metabolizing/medium-chain fatty acid:CoA ligase-III (XL-III) (also from bovine liver mitochondria). 44 Hence, there appear to be two pathways in which LAE is capable of activating carboxylic acids: one that uses guanosine triphosphate to form acyl-GMP; the other is dependent on adenosine triphosphate for the activation of carboxylic acids to the CoA thioester (acyl-CoA) via an. acyl-AMP intermediate. Lipoyl-GMP is an intermediate in lipoic acid metabolism.In mammals, the posttranslational modification of unlipoylated apoproteins by addition of lipoic acid is done in a two-step enzymatic reaction using free lipoic acid. The free lipoic acid in the cell is first activated by reacting it

   
   

1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)(3-)

1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)(3-)

C17H29O16P2-3 (551.0930794000001)


   

(R)-lipoyl-GMP

(R)-lipoyl-GMP

C18H26N5O9PS2 (551.0909516)


An acyclic mixed acid anhydride that results from the formal condensation of the phosphoryl group of GMP with the carboxyl group of lipoic acid.

   

1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)(3-)

1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)(3-)

C17H29O16P2 (551.0930794000001)


A 1-phosphatidyl-1D-myo-inositol 5-phosphate(3-) arising from deprotonation of the phosphate OH groups of 1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate); major species at pH 7.3.