Apiose: Difference between revisions

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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 = O1(CO)COC(O)1O		\| SMILES = O1(CO)COC(O)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 ] found as residues in ]s-type ]s; that occurs in ] and many other ]s.

			''' Apiose''' is a branched-chain ] found as residues in ]s-type ]s; that occurs in ] and many other ]s. Apiose is a component of ] ].<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>
⚫	] uses ] and ] to produce D-apiose, ], and ].

		⚫	] uses ] and ] to produce apiitol-apiose, ], and ].
⚫	] uses ] and ] to produce ], ] (apigenin), and ]].

		⚫	] uses ] and ] to produce ], ] (apigenin), and 7-O-β-<small>D</small>-apiosyl-(1->2)-β-apiitol-glucoside.

			==References==
			{{Reflist}}

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

	]		]


	{{biochemistry-stub}}

	]
	]

Latest revision as of 03:42, 9 August 2020

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/s1Key: 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/s1Key: ASNHGEVAWNWCRQ-LJJLCWGRBE
SMILES O1(CO)COC(O)1O
Properties
Chemical formula	C₅H₁₀O₅
Molar mass	150.130 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

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.

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

Category:

Aldopentoses