Apiose: Difference between revisions

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
CAS Number	639-97-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:141215;
ChemSpider	16735670 ;
KEGG	C21040;
PubChem CID	12306753;
UNII	E59T26TCEC ;
	InChI 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 Key: ASNHGEVAWNWCRQ-LJJLCWGRSA-N ; 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;
	SMILES O[C@]1(CO)COC(O)[C@@H]1O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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Latest revision as of 03:42, 9 August 2020

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

^ 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

The dictionary definition of apiose at Wiktionary

[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.

[1]

@@ Line 1: / Line 1: @@
 {{chembox
+| Watchedfields = changed
 | verifiedrevid = 433741882
 | Name = Apiose
@@ Line 5: / Line 6: @@
 | ImageSize = 150px
 | 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 = 16735670
@@ Line 17: / Line 18: @@
 | CASNo_Ref = {{cascite|correct|??}}
 | CASNo = 639-97-4
+| UNII_Ref = {{fdacite|correct|FDA}}
-| CASOther =
-| PubChem = 4658
+| UNII = E59T26TCEC
+| ChEBI = 141215
+| KEGG = C21040
+| PubChem = 12306753
 | 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
 | 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 =
 | Density =
@@ Line 34: / Line 36: @@
 }}
 }}
-''' 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.
-==External links==
-{{wiktionary}}
+==References==
-[[Category:Aldopentoses]]
+{{Reflist}}
+==External links==
+{{wiktionary inline}}
+[[Category:Aldopentoses]]
-{{biochemistry-stub}}