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''' Apiose''' (D-apiose, 3-C-(hydroxymethyl)-D-glycerotetrose or apio-β-D-furanosyl) is a sugar found as residues in galacturonans type [[pectin]]s; that occurs in [[parsley]] and many other plants. |
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| verifiedrevid = 433741882 |
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| Name = Apiose |
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| ImageFile = D-Apiose structure.svg |
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| ImageSize = 150px |
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| IUPACName = 2,3,4-Trihydroxy-3-(hydroxymethyl)butanal |
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| OtherNames = <small>D</small>-Apiose<br>3-''C''-(Hydroxymethyl)-<small>D</small>-glycerotetrose<br>Apio-β-<small>D</small>-furanosyl |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 16735670 |
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| InChIKey = ASNHGEVAWNWCRQ-LJJLCWGRBE |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4?,5+/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = ASNHGEVAWNWCRQ-LJJLCWGRSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 639-97-4 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = E59T26TCEC |
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| ChEBI = 141215 |
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| KEGG = C21040 |
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| PubChem = 12306753 |
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| SMILES = O[C@]1(CO)COC(O)[C@@H]1O |
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| InChI = 1/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4?,5+/m0/s1 |
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|Section2={{Chembox Properties |
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| C=5 | H=10 | O=5 |
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''' Apiose''' is a branched-chain [[sugar]] found as residues in [[galacturonan]]s-type [[pectin]]s; that occurs in [[parsley]] and many other [[plant]]s. Apiose is a component of [[cell wall]] [[polysaccharides]].<ref>{{Cite journal | doi = 10.1093/glycob/cww012 | pmid = 26848180 | title = Apiose: One of nature's witty games | journal = Glycobiology | volume = 26 | issue = 5 | pages = 430–442 | year = 2016 | last1 = Pičmanová | first1 = Martina | last2 = Møller | first2 = Birger Lindberg | doi-access = free }}</ref> |
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| ⚫ | [[Flavone apiosyltransferase]] uses [[UDP-apiose]] and [[5,7,4'-Trihydroxyflavone 7-O-beta-D-glucoside|5,7,4'-trihydroxyflavone 7-''O''-β-<small>D</small>-glucoside]] to produce [[uridine diphosphate|UDP]], [[5,7,4'-trihydroxyflavone]] (apigenin), and 7-O-β-<small>D</small>-apiosyl-(1->2)-β-apiitol-glucoside. |
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==References== |
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{{Reflist}} |
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{{biochemistry-stub}} |
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Latest revision as of 03:42, 9 August 2020
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| Names | |
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| IUPAC name
2,3,4-Trihydroxy-3-(hydroxymethyl)butanal
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| Other names
D-Apiose
3-C-(Hydroxymethyl)-D-glycerotetrose Apio-β-D-furanosyl | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C5H10O5 | |
| Molar mass | 150.130 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Apiose is a branched-chain sugar found as residues in galacturonans-type pectins; that occurs in parsley and many other plants. Apiose is a component of cell wall polysaccharides.[1]
Apiose 1-reductase uses D-apiitol and NAD+ to produce apiitol-apiose, NADH, and H+.
Flavone apiosyltransferase uses UDP-apiose and 5,7,4'-trihydroxyflavone 7-O-β-D-glucoside to produce UDP, 5,7,4'-trihydroxyflavone (apigenin), and 7-O-β-D-apiosyl-(1->2)-β-apiitol-glucoside.
References[edit]
- ^ Pičmanová, Martina; Møller, Birger Lindberg (2016). "Apiose: One of nature's witty games". Glycobiology. 26 (5): 430–442. doi:10.1093/glycob/cww012. PMID 26848180.
External links[edit]
The dictionary definition of apiose at Wiktionary