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{{Short description|Monosaccharide with five carbon atoms and a ketone functional group}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 447891597
| Watchedfields = changed
|Name=<small>D</small>-Ribulose
| verifiedrevid = 450937939
|ImageFileL1=D-ribulose.png
| Name = {{sm|d}}-Ribulose
|ImageSizeL1=88px
|ImageFileR1=Ribulose.png | ImageFileL1 = D-Ribulose.svg
| ImageSizeL1 = 90px
|ImageSizeR1=150px
| ImageFileR1 = Ribulose.svg
|IUPACName=(''3R,4R'')-1,3,4,5-Tetrahydroxypentan-2-one
| ImageSizeR1 = 150px
|OtherNames=<small>D</small>-erythro-2-Pentulose<br>Adonose<br>Arabinulose<br>Araboketose<br>Ribosone
| IUPACName = {{sm|d}}-''erythro''-Pent-2-ulose
|Section1= {{Chembox Identifiers
| SystematicName = (''3R,4R'')-1,3,4,5-Tetrahydroxypentan-2-one
| CASNo=488-84-6
| OtherNames = {{sm|d}}-erythro-2-Pentulose<br>Adonose<br>Arabinulose<br>Araboketose<br>Ribosone
| CASOther = (D)<br>2042027-5 (L)<br>5556-48-9 (DL)
| Section1 = {{Chembox Identifiers
| PubChem=151261
| CASNo_Ref = {{cascite|correct|CAS}}
| SMILES=D: C(((C(=O)CO)O)O)O<br>L: OCC((O)(O)CO)=O
| CASNo=488-84-6
| CASNo_Comment = ({{sm|d}})
| CASNo2_Ref = {{cascite|correct|CAS}}
| CASNo2 = 2042-27-5
| CASNo2_Comment = ({{sm|l}})
| CASNo3_Ref = {{cascite|correct|CAS}}
| CASNo3 = 5556-48-9
| CASNo3_Comment = ({{sm|dl}})
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Z7U4KG0138
| UNII_Comment = ({{sm|d}})
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = 202306UV02
| UNII2_Comment = ({{sm|l}})
| UNII3_Ref = {{fdacite|correct|FDA}}
| UNII3 = DJM6K5T6YA
| UNII3_Comment = ({{sm|dl}})
| PubChem=619
| PubChem2=151261
| PubChem2_Comment = (<small>D</small>)
| PubChem3=644111
| PubChem3_Comment = (<small>L</small>)
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 28721
| ChEBI2 = 17173
| ChEBI2_Comment = (<small>D</small>)
| ChEBI3 = 16880
| ChEBI3_Comment = (<small>L</small>)
| KEGG = C05052
| KEGG2 = C00309
| KEGG2_Comment = (<small>D</small>)
| KEGG3 = C00508
| KEGG3_Comment = (<small>L</small>)
| SMILES = C(((C(=O)CO)O)O)O
| SMILES_Comment = ({{sm|d}})
| SMILES1 = OCC((O)(O)CO)=O
| SMILES1_Comment = ({{sm|l}})
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 133316
| InChI = 1/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1
| InChIKey = ZAQJHHRNXZUBTE-NQXXGFSBBP
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = ZAQJHHRNXZUBTE-NQXXGFSBSA-N
}} }}
|Section2= {{Chembox Properties | Section2 = {{Chembox Properties
| C=5|H=10|O=5 | C=5|H=10|O=5
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards | Section3 = {{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt=
| Autoignition=
}} }}
}} }}


'''Ribulose''' is a ] &mdash; a ] containing five ] ]s, and including a ] ]. It has ] {{carbon}}<sub>5</sub>{{hydrogen}}<sub>10</sub>{{oxygen}}<sub>5</sub>. Two ] are possible, <small>D</small>-ribulose (<small>D</small>-erythro-pentulose) and <small>L</small>-ribulose (<small>L</small>-erythro-pentulose). <small>D</small>-Ribulose is the ] of <small>D</small>-]. '''Ribulose''' is a ] &mdash; a ] containing five ] ]s, and including a ] ]. It has ] {{chem2|auto=1|C5H10O5}}. Two ] are possible, {{sm|d}}-ribulose ({{sm|d}}-erythro-pentulose) and {{sm|l}}-ribulose ({{sm|l}}-erythro-pentulose). {{sm|d}}-Ribulose is the ] of {{sm|d}}-].


Ribulose sugars are composed in the ]. They are important in the formation of many bioactive substances. For example, <small>D</small>-ribulose is an intermediate in the fungal pathway for <small>D</small>-] production. Also, as the 1,5-bisphosphate, <small>D</small>-ribulose combines with ] at the start of the photosynthesis process in green plants (carbon dioxide trap). Ribulose sugars are composed in the ] from ].<ref>{{cite journal |doi=10.1007/s12010-020-03380-0|title=Characterization of an L-Arabinose Isomerase from Bacillus velezensis and Its Application for L-Ribulose and L-Ribose Biosynthesis|year=2020|last1=Guo|first1=Zongren|last2=Long|first2=Liangkun|last3=Ding|first3=Shaojun|s2cid=220296031|journal=Applied Biochemistry and Biotechnology|volume=192 |issue=3 |pages=935–951 |pmid=32617845}}</ref> They are important in the formation of many bioactive substances. For example, {{sm|d}}-ribulose is an intermediate in the fungal pathway for {{sm|d}}-] production. Also, as the ], {{sm|d}}-ribulose combines with ] at the start of the ] process in green plants (carbon dioxide trap).<ref>{{cite journal |doi=10.1146/annurev.arplant.53.100301.135233|title=RUBISCO: Structure, Regulatory Interactions, and Possibilities for a Better Enzyme|year=2002|last1=Spreitzer|first1=Robert J.|last2=Salvucci|first2=Michael E.|journal=Annual Review of Plant Biology|volume=53|pages=449–475|pmid=12221984}}</ref>


Ribulose has the same stereochemistry at carbons 3 and 4 as the five-carbon ]s ] and ].
A synthetic form of ribulose known as sucroribulose is found in many brands of artificial sweeteners.

== See also ==
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==References==
{{reflist}}


{{Carbohydrates}} {{Carbohydrates}}


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