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Revision as of 15:56, 19 April 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (← Previous edit Latest revision as of 21:02, 27 March 2023 edit undoComp.arch (talk | contribs)Extended confirmed users40,316 editsmNo edit summaryTag: 2017 wikitext editor 
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{{DISPLAYTITLE:<small>L</small>-Deoxyribose}} {{DISPLAYTITLE:<small>L</small>-Deoxyribose}}
{{Chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 355289257
| Watchedfields = changed
| Name = <small>L</small>-Deoxyribose
| verifiedrevid = 424873481
| Name = {{sm|l}}-Deoxyribose
| ImageFileL1 = L-Deoxyribose.png | ImageFileL1 = L-Deoxyribose.png
| ImageSizeL1 = 120px
| ImageFileR1 = L-Deoxyribose chain.png | ImageFileR1 = L-Deoxyribose chain.png
| ImageSizeR1 = 120px
| IUPACName = (3''R'',4''S'')-3,4,5-Trihydroxypentanal | IUPACName = (3''R'',4''S'')-3,4,5-Trihydroxypentanal
| OtherNames = 2-Deoxy-<small>L</small>-erythro-pentose; 2-Deoxy-<small>L</small>-ribose; <small>L</small>-2-Deoxyribose | OtherNames = 2-Deoxy-{{sm|l}}-erythro-pentose; 2-Deoxy-{{sm|l}}-ribose; {{sm|l}}-2-Deoxyribose
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 18546-37-7 | CASNo = 18546-37-7
| PubChem = | PubChem = 6994527
| PubChem1 = 9855484
| PubChem1_Comment = hemiacetal
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 5362530
| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID1 = 8031184
| ChemSpiderID1_Comment = hemiacetal
| SMILES = O=CC(O)(O)CO | SMILES = O=CC(O)(O)CO
| SMILES1 = OC1OC(O)C1O
| SMILES1_Comment = hemiacetal
| InChI = 1/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1
| InChIKey = ASJSAQIRZKANQN-UHNVWZDZBB
| InChI1 = 1/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m1/s1
| InChI1_Comment = hemiacetal
| InChIKey1 = PDWIQYODPROSQH-OVEKKEMJBQ
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = ASJSAQIRZKANQN-UHNVWZDZSA-N
| InChI3 = 1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m1/s1
| InChI3_Comment = hemiacetal
| InChIKey3 = PDWIQYODPROSQH-OVEKKEMJSA-N
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=5|H=10|O=4 | C=5 | H=10 | O=4
| Appearance = White solid | Appearance = White solid
| Density = | Density =
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| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = }} | AutoignitionPt = }}
}} }}


'''<small>L</small>-Deoxyribose''' is an ] with formula C<sub>5</sub>H<sub>10</sub>O<sub>4</sub>. It is a synthetic ], a ] (mirror image) of the natural compound ]. '''{{sm|l}}-Deoxyribose''' is an ] with formula C<sub>5</sub>H<sub>10</sub>O<sub>4</sub>. It is a synthetic ], a ] (mirror image) of the natural compound ].


<small>L</small>-Deoxyribose can be synthesized from ].<ref name=shi2002> {{sm|l}}-Deoxyribose can be synthesized from ].<ref name=shi2002>,
SHI Zhen-Dan, YANG Bing-Hui, and WU Yu-Lin (2002), ''A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides''. Tetrahedron, volume 58, issue 16, pp. 3287–3296 SHI Zhen-Dan, YANG Bing-Hui, and WU Yu-Lin (2002), ''A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides''. Tetrahedron, volume 58, issue 16, pp. 3287–3296
</ref> It has been used in chemical research, e.g. in the synthesis of mirror-image ].<ref name=urata> </ref> It has been used in chemical research, e.g. in the synthesis of mirror-image ].<ref name=urata>
Hidehito Urata, Emiko Ogura, Keiko Shinohara, Yoshiaki Ueda and Masao Akagi (1992), ''Synthesis and properties of mirror-image DNA''. Nucleic Acids Research, volume 20 issue 13, pp. 3325-3332 Hidehito Urata, Emiko Ogura, Keiko Shinohara, Yoshiaki Ueda and Masao Akagi (1992), ''Synthesis and properties of mirror-image DNA''. Nucleic Acids Research, volume 20 issue 13, pp. 3325–3332
</ref> </ref>