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{{chembox
{{chembox
| Watchedfields = changed
| verifiedrevid = 399510333
| verifiedrevid = 433741882
| Name = Apiose
| Name = Apiose
| ImageFile = D-Apiose structure.png
| ImageFile = D-Apiose structure.svg
| ImageSize = 150px
| ImageSize = 150px
| ImageName = Chemical structure of apiose
| ImageName = Chemical structure of apiose
| IUPACName = 2,3,4-trihydroxy-3-(hydroxymethyl)butanal
| IUPACName = 2,3,4-Trihydroxy-3-(hydroxymethyl)butanal
| OtherNames = D-apiose<br>3-C-(hydroxymethyl)-D-glycerotetrose<br>apio-β-D-furanosyl
| OtherNames = <small>D</small>-Apiose<br>3-''C''-(Hydroxymethyl)-<small>D</small>-glycerotetrose<br>Apio-β-<small>D</small>-furanosyl
|Section1= {{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 16735670
| ChemSpiderID = 16735670
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ASNHGEVAWNWCRQ-LJJLCWGRSA-N
| StdInChIKey = ASNHGEVAWNWCRQ-LJJLCWGRSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 639-97-4
| CASNo = 639-97-4
| UNII_Ref = {{fdacite|correct|FDA}}
| CASNo_Ref =
| UNII = E59T26TCEC
| CASOther =
| PubChem = 4658
| ChEBI = 141215
| KEGG = C21040
| PubChem = 12306753
| SMILES = O[C@]1(CO)COC(O)[C@@H]1O
| SMILES = O[C@]1(CO)COC(O)[C@@H]1O
| 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
| 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
| MeSHName =
| MeSHName =
}}
}}
|Section2= {{Chembox Properties
|Section2={{Chembox Properties
| C=5 | H=10 | O=5
| Formula = C<sub>5</sub>H<sub>10</sub>O<sub>5</sub>
| MolarMass = 150.13 g/mol
| ExactMass = 150.052823
| Appearance =
| Appearance =
| Density =
| Density =
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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 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>
⚫
[[Apiose 1-reductase]] uses [[D-apiitol]] and [[nicotinamide adenine dinucleotide|NAD<sup>+</sup>]] to produce D-apiose, [[nicotinamide adenine dinucleotide|NADH]], and [[hydrogen ion|H<sup>+</sup>]].


⚫
[[Apiose 1-reductase]] uses [[apiitol|<small>D</small>-apiitol]] and [[nicotinamide adenine dinucleotide|NAD<sup>+</sup>]] to produce apiitol-apiose, [[nicotinamide adenine dinucleotide|NADH]], and [[hydrogen ion|H<sup>+</sup>]].
⚫
[[Flavone apiosyltransferase]] uses [[UDP-apiose]] and [[5,7,4'-trihydroxyflavone 7-O-beta-D-glucoside]] to produce [[uridine diphosphate|UDP]], [[5,7,4'-trihydroxyflavone]] (apigenin), and 7-O-[beta-D-apiosyl-(1->2)-beta-D-glucoside.

⚫
[[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.

==References==
{{Reflist}}


==External links==
==External links==
{{wiktionary}}
{{wiktionary inline}}


[[Category:Aldopentoses]]
[[Category:Aldopentoses]]


{{biochemistry-stub}}

[[bg:Апиоза]]
[[ja:アピオース]]
[[sr:Apioza]]
[[sv:Apios]]

Latest revision as of 03:42, 9 August 2020

Apiose
Chemical structure of apiose
Names
IUPAC name
2,3,4-Trihydroxy-3-(hydroxymethyl)butanal
Other names
D-Apiose
3-C-(Hydroxymethyl)-D-glycerotetrose
Apio-β-D-furanosyl
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4?,5+/m0/s1 checkY
    Key: ASNHGEVAWNWCRQ-LJJLCWGRSA-N checkY
  • 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
    Key: ASNHGEVAWNWCRQ-LJJLCWGRBE
  • O[C@]1(CO)COC(O)[C@@H]1O
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).
checkY verify (what is checkY☒N ?)

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]

  1. ^ 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

source: https://en.wikipedia.org/w/index.php?title=Apiose&diff=971928825&oldid=507399739

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