N-Acetyl-9-O-acetylneuraminic acid
N-Acetyl-9-O-acetylneuraminic acid (alternatively 9-O-acetyl-N-acetylneuraminic acid) is an O acetylated sialic acid identified in human colon by using high-pressure liquid chromatography and gas-liquid chromatography/mass spectrometry (PMID 3623000 ). It also has been suggested that 9-O-acetyl-N-acetylneuraminic acid is an essential component of the cell surface receptor of influenza C virus (PMID 3700379 ).
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB00794 (N-Acetyl-9-O-acetylneuraminic acid)
C13H21NO10
351.3065
351.116545897
(2S,4S,5R,6R)-6-[(1R,2R)-3-(acetyloxy)-1,2-dihydroxypropyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid
9-O-acetylsialic acid
55717-54-9
CC(=O)N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)COC(C)=O)C(O)=O
InChI=1S/C13H21NO10/c1-5(15)14-9-7(17)3-13(22,12(20)21)24-11(9)10(19)8(18)4-23-6(2)16/h7-11,17-19,22H,3-4H2,1-2H3,(H,14,15)(H,20,21)/t7-,8+,9+,10+,11+,13-/m0/s1
NYWZBRWKDRMPAS-GRRZBWEESA-N
Not classified
Expected but not Quantified
Not Available
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Solid
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None
None
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FDB022249
Not Available
110484
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HMDB00794
HMDB00794
5759
123962
Not Available
21500
- Haverkamp J, Schauer R, Wember M: Neuraminic acid derivatives newly discovered in humans: N-acetyl-9-O-L-lactoylneuraminic acid, N,9-O-Diacetylneuraminic acid and N-acetyl-2,3-dehydro-2-deoxyneuraminic acid. Hoppe Seylers Z Physiol Chem. 1976 Dec;357(12):1699-705. [PubMed:1017796 ]
- Muchmore EA, Varki NM, Fukuda M, Varki A: Developmental regulation of sialic acid modifications in rat and human colon. FASEB J. 1987 Sep;1(3):229-35. [PubMed:3623000 ]
- Rogers GN, Herrler G, Paulson JC, Klenk HD: Influenza C virus uses 9-O-acetyl-N-acetylneuraminic acid as a high affinity receptor determinant for attachment to cells. J Biol Chem. 1986 May 5;261(13):5947-51. [PubMed:3700379 ]
Enzymes
- General function:
- Involved in ligase activity, forming phosphoric ester bonds
- Specific function:
- Catalyzes the conversion of 3-phosphate to a 2,3-cyclic phosphodiester at the end of RNA. The mechanism of action of the enzyme occurs in 3 steps: (A) adenylation of the enzyme by ATP; (B) transfer of adenylate to an RNA-N3P to produce RNA-N3PP5A; (C) and attack of the adjacent 2-hydroxyl on the 3-phosphorus in the diester linkage to produce the cyclic end product. The biological role of this enzyme is unknown but it is likely to function in some aspects of cellular RNA processing.
- Gene Name:
- RTCA
- Uniprot ID:
- O00442
- Molecular weight:
- 40709.05