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Revision as of 19:10, 22 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoBo← Previous edit		Latest revision as of 04:24, 26 October 2023 edit undoLaundryPizza03 (talk | contribs)Extended confirmed users51,375 edits +Category:Furanoses; +Category:Pyranoses using HotCat
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	{{chembox		{{chembox
			| Verifiedfields = changed
⚫	| verifiedrevid = 448813543
			| Watchedfields = changed
		⚫	| verifiedrevid = 451895055
	| Name = Arabinose		| Name = Arabinose
	| ImageFile = Arabinose-1.png		| ImageFile = DL-Arabinose.svg
	| IUPACName = Arabinose		| IUPACName = Arabinose
	| OtherNames = Pectinose		| OtherNames = Pectinose
	| Section1 = {{Chembox Identifiers		|Section1={{Chembox Identifiers
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 59687		| ChemSpiderID = 59687
	| InChI = 1/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m1/s1		| InChI = 1/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m1/s1
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	| StdInChIKey = PYMYPHUHKUWMLA-WDCZJNDASA-N		| StdInChIKey = PYMYPHUHKUWMLA-WDCZJNDASA-N
	| CASNo = 147-81-9		| CASNo = 147-81-9
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
			| CASNo1 = 10323-20-3
	| CASOther = <br/>10323-20-3 (<small>D</small>-isomer)<br/>5328-37-0 (<small>L</small>-isomer) <!-- also verified at CAS Common Chemistry -->
			| CASNo1_Comment = (<small>D</small>)
⚫	| EC-number = 205-699-8 <!-- 233-708-5 for D-isomer, 226-214-6 for L-isomer -->
			| CASNo1_Ref = {{cascite|correct|CAS}}
⚫	| PubChem = 5460291
			| CASNo2 = 5328-37-0
			| CASNo2_Comment = (<small>L</small>)
			| CASNo2_Ref = {{cascite|correct|CAS}}
			| UNII_Ref = {{fdacite|correct|FDA}}
			| UNII = 509X20752R
			| UNII1_Ref = {{fdacite|correct|FDA}}
			| UNII1 = F0W6ETZ4E5
			| UNII1_Comment = (<small>D</small>)
			| UNII2_Ref = {{fdacite|correct|FDA}}
			| UNII2 = B40ROO395Z
			| UNII2_Comment = (<small>L</small>)
		⚫	| EC_number = 205-699-8 <!--233-708-5 for D-isomer, 226-214-6 for L-isomer -->
		⚫	| PubChem = 5460291
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
	| Reference = <ref>{{RubberBible62nd|page=C-110}}.</ref>		| Properties_ref = <ref>{{RubberBible62nd|page=C-110}}</ref>
	| C=5|H=10|O=5		| C=5 | H=10 | O=5
	| Appearance = colourless crystals (prisms or needles)		| Appearance = Colorless crystals as prisms or needles
	| Density = 1.585 g/cm<sup>3</sup> (20 ºC)		| Density = 1.585 g/cm<sup>3</sup> (20 °C)
			| MolarMass = 150.13 g/mol
	| MeltingPt = 164–165 ºC
			| MeltingPtC = 164 to 165
	| Solubility = soluble
			| Solubility = 834 g/1 L (25 °C (77 °F))
			| MagSus = -85.70·10<sup>−6</sup> cm<sup>3</sup>/mol
	}}		}}
	| Section7 = {{Chembox Hazards		|Section7={{Chembox Hazards
			| NFPA-H = 1
	| EUIndex =
			| NFPA-F = 1
⚫	| FlashPt =
			| NFPA-R = 0
		⚫	| FlashPt =
	}}		}}
	| Section8 = {{Chembox Related		|Section8={{Chembox Related
	| OtherFunctn = ]<br/>]<br/>]		| OtherFunction = ]<br/>]<br/>]
	| Function = ]		| OtherFunction_label = ]
	| OtherCpds =		| OtherCompounds =
	}}		}}
	}}		}}
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	'''Arabinose''' is an ] – a ] containing five ] ]s, and including an ] (CHO) ].		'''Arabinose''' is an ] – a ] containing five ] ]s, and including an ] (CHO) ].
			== Properties ==
	]
	For biosynthetic reasons, most saccharides are almost always more abundant in nature as the "<small>D</small>"-form, or structurally analogous to ].<ref group="note">For sugars, the <small>D</small>/<small>L</small> nomenclature does not refer to the molecule's optical rotation properties but to its structural analogy to ].</ref> However, <small>L</small>-arabinose is in fact more common than <small>D</small>-arabinose in nature and is found in nature as a component of biopolymers such as ] and ]. The ] is a very important operon in molecular biology and bioengineering.		For biosynthetic reasons, most saccharides are almost always more abundant in nature as the "<small>D</small>"-form, or structurally analogous to ].<ref group="note">The D/L nomenclature does not refer to the molecule's optical rotation properties but to its structural analogy to ].</ref> However, <small>L</small>-arabinose is in fact more common than <small>D</small>-arabinose in nature and is found in nature as a component of biopolymers such as ] and ].<ref>{{cite journal |last1=Holtzapple |first1= M.T.|date=2003 |title=HEMICELLULOSES |journal= Encyclopedia of Food Sciences and Nutrition |issue=2nd edition |pages=3060–3071 |doi=10.1016/B0-12-227055-X/00589-7 |isbn= 9780122270550}}</ref>
			The ], also known as the araBAD operon, has been the subject of much biomolecular research. The ] directs the ] of arabinose in ], and it is dynamically activated in the presence of arabinose and the absence of glucose.<ref>{{Cite book|title = Molecular Biology of the Gene|last = Watson|first = James|year = 2003|pages = 503}}</ref>
⚫	A classic method for the organic synthesis of arabinose from glucose is the ].<ref>{{OrgSynth| first = Géza | last = Braun | title = D-Arabinose | prep = CV3P0101 | volume = 20 | pages = 14 | year = 1940 | collvol = 3 | collvolpages = 101}}.</ref>
		⚫	A classic method for the organic synthesis of arabinose from glucose is the ].<ref>{{OrgSynth| first = Géza | last = Braun | title = D-Arabinose | prep = CV3P0101 | volume = 20 | pages = 14 | year = 1940 | collvol = 3 | collvolpages = 101}}</ref>
			:{| class="wikitable"
			|- style="background-color:#FFDEAD;"
			! colspan="2" | <small>D</small>-Arabinose
			|-
			| align="center" | ]<br />α-<small>D</small>-Arabinofuranose
			| align="center" | ]<br />β-<small>D</small>-Arabinofuranose
			|-
			| align="center" | ]<br />α-<small>D</small>-Arabinopyranose
			| align="center" | ]<br />β-<small>D</small>-Arabinopyranose
			|}
	==Etymology==		==Etymology==
	Arabinose gets its name from ], from which it was first isolated.<ref></ref>		Arabinose gets its name from ], from which it was first isolated.<ref></ref>
	==Use==		== Use in foods ==
			Originally commercialized as a sweetener, arabinose is an ] of ], the ] that breaks down ] into ] and ] in the ].<ref name=":0">{{Cite journal|last1=Krog-Mikkelsen|first1=Inger|last2=Hels|first2=Ole|last3=Tetens|first3=Inge|last4=Holst|first4=Jens Juul|last5=Andersen|first5=Jens Rikardt|last6=Bukhave|first6=Klaus|date=2011-08-01|title=The effects of L-arabinose on intestinal sucrase activity: dose-response studies in vitro and in humans|journal=The American Journal of Clinical Nutrition|volume=94|issue=2|pages=472–478|doi=10.3945/ajcn.111.014225|issn=1938-3207|pmid=21677059|doi-access=free}}</ref>
	A culture medium for certain bacteria, but not for <i>]</i>.
			==See also==
			* ]
	==Notes==		==Notes==
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	{{reflist}}		{{reflist}}
	{{Carbohydrates}}		{{carbohydrates}}
	]		]
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