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Revision as of 13:19, 24 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 453570349 of page N-Acetylgalactosamine for the Chem/Drugbox validation project (updated: 'ChEBI', 'CASNo').		Latest revision as of 19:59, 11 January 2021 edit Fswitzer4 (talk | contribs)Extended confirmed users10,572 editsm Validated UNII
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			{{short description|Chemical compound}}
	{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
		⚫	{{DISPLAYTITLE:''N''-Acetylgalactosamine}}
	{{Chembox		{{Chembox
			| Verifiedfields = changed
⚫	| verifiedrevid = 453568861
			| Watchedfields = changed
⚫	| Name=''N''-Acetylgalactosamine
		⚫	| verifiedrevid = 462256808
	| ImageFile = acetylgalactosamine.png
			| Name =''N''-Acetylgalactosamine
			| ImageFile = N-Acetylgalactosamine Structural Formula V.1.svg
	| ImageSize = 150px		| ImageSize = 150px
	| IUPACName = 2-(Acetylamino)-2-deoxy-<small>D</small>-galactose		| IUPACName = 2-(Acetylamino)-2-deoxy-<small>D</small>-galactose
	| OtherNames = GalNAc; 2-Acetamido-2-deoxy-<small>D</small>-galactose; ''N''-Acetylchondrosamine; 2-Acetamido-2-deoxy-<small>D</small>-galactopyranose; ''N''-Acetyl-<small>D</small>-galactosamine		| OtherNames = GalNAc; 2-Acetamido-2-deoxy-<small>D</small>-galactose; ''N''-Acetylchondrosamine; 2-Acetamido-2-deoxy-<small>D</small>-galactopyranose; ''N''-Acetyl-<small>D</small>-galactosamine
	| Section1 = {{Chembox Identifiers		| Section1 = {{Chembox Identifiers
	| Abbreviations =		| Abbreviations =
			| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo = <!-- blanked - oldvalue: 31022-50-1 -->
			| CASNo = 1811-31-0
	| EINECS =		| EINECS =
	| PubChem = 84265		| PubChem = 84265
	| SMILES = O(C(CO)O(O)1NC(C)=O)1O		| SMILES = O(C(CO)O(O)1NC(C)=O)1O
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 76020		| ChemSpiderID = 76020
	| InChI = 1/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1		| InChI = 1/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1
	| InChIKey = OVRNDRQMDRJTHS-CBQIKETKBW		| InChIKey = OVRNDRQMDRJTHS-CBQIKETKBW
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChI = 1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1		| StdInChI = 1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1
	| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}		| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = OVRNDRQMDRJTHS-CBQIKETKSA-N		| StdInChIKey = OVRNDRQMDRJTHS-CBQIKETKSA-N
	| RTECS =		| RTECS =
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	| ChEBI = 40356		| ChEBI = 40356
	| KEGG_Ref = {{keggcite|correct|kegg}}		| KEGG_Ref = {{keggcite|correct|kegg}}
	| KEGG =		| KEGG = C01074
			| UNII_Ref = {{fdacite|correct|FDA}}
	| ATCCode_prefix =
			| UNII = 833755V695
	| ATCCode_suffix =
			| DrugBank = DB03567
	| ATC_Supplemental =}}
			}}
	| Section2 = {{Chembox Properties		| Section2 = {{Chembox Properties
			| C=8 | H=15 | N=1 | O=6
	| Formula = C<sub>8</sub>H<sub>15</sub>NO<sub>6</sub>
	| MolarMass = 221.21 g/mol		| MolarMass = 221.21 g/mol
	| Appearance =		| Appearance =
	| Density =		| Density =
	| MeltingPt = 172-173 °C		| MeltingPtC = 172 to 173
			| MeltingPt_notes =
	| Melting_notes =
	| BoilingPt =		| BoilingPt =
	| Boiling_notes =		| BoilingPt_notes =
	| Solubility =		| Solubility =
	| SolubleOther =		| SolubleOther =
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	| RefractIndex =		| RefractIndex =
	| Viscosity =		| Viscosity =
	| Dipole = }}		| Dipole =
			}}
	| Section3 = {{Chembox Structure		| Section3 = {{Chembox Structure
	| CrystalStruct =		| CrystalStruct =
	| Coordination =		| Coordination =
	| MolShape = }}		| MolShape =
			}}
	| Section4 = {{Chembox Thermochemistry		| Section4 = {{Chembox Thermochemistry
	| DeltaHf =		| DeltaHf =
	| DeltaHc =		| DeltaHc =
	| Entropy =		| Entropy =
	| HeatCapacity = }}		| HeatCapacity =
			}}
	| Section5 = {{Chembox Pharmacology		| Section5 = {{Chembox Pharmacology
	| AdminRoutes =		| AdminRoutes =
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	| Legal_AU =		| Legal_AU =
	| Legal_CA =		| Legal_CA =
	| PregCat =		| Pregnancy_category =
	| PregCat_AU =		| Pregnancy_AU =
	| PregCat_US = }}		| Pregnancy_US =
			}}
	| Section6 = {{Chembox Explosive		| Section6 = {{Chembox Explosive
	| ShockSens =		| ShockSens =
	| FrictionSens =		| FrictionSens =
	| ExplosiveV =		| DetonationV =
	| REFactor = }}		| REFactor =
			}}
	| Section7 = {{Chembox Hazards		| Section7 = {{Chembox Hazards
	| ExternalMSDS =		| ExternalSDS =
	| EUClass =
	| EUIndex =
	| MainHazards =		| MainHazards =
	| NFPA-H =		| NFPA-H =
	| NFPA-F =		| NFPA-F =
	| NFPA-R =		| NFPA-R =
	| NFPA-O =		| NFPA-S =
	| RPhrases =
	| SPhrases = {{S24/25}}
	| RSPhrases =
	| FlashPt =		| FlashPt =
	| Autoignition =		| AutoignitionPt =
	| ExploLimits =		| ExploLimits =
	| PEL = }}		| PEL =
			}}
	| Section8 = {{Chembox Related		| Section8 = {{Chembox Related
	| OtherFunctn = ]<br>]<br>]		| OtherFunction = ]<br>]<br>]
	| Function = ]s		| OtherFunction_label = ]s
	| OtherCpds = }}		| OtherCompounds =
			}}
	}}		}}
			'''''N''-Acetylgalactosamine''' ('''GalNAc'''), is an ] derivative of ].
			==Function==
			In humans it is the terminal carbohydrate forming the antigen of ] A.<ref>{{cite journal |title=Immunochemical Studies on Blood Groups. XXXI. Destruction of Blood Group A Activity by an Enzyme from Clostridium tertium Which Deacetylates N-Acetylgalactosamine in Intact Blood Group Substances |author1=Donald M. Marcus |author2=Elvin A. Kabat |author3=Gerald Schiffman |journal=Biochemistry |year=1964 |volume=3 |issue=3 |pages=437–443 |doi=10.1021/bi00891a023 }}</ref>
			It is typically the first monosaccharide that connects ] or ] in particular forms of protein ].
			''N''-Acetylgalactosamine is necessary for ], and is concentrated in sensory nerve structures of both humans and animals.
			GalNAc is also used as a targeting ] in investigational ] and ] therapies targeted to the liver, where it binds to the ] on ]. <ref>{{Cite journal |doi = 10.1021/ja505986a|pmid = 25434769|title = Multivalent N-Acetylgalactosamine-Conjugated siRNA Localizes in Hepatocytes and Elicits Robust RNAi-Mediated Gene Silencing|journal = Journal of the American Chemical Society|volume = 136|issue = 49|pages = 16958–16961|year = 2014|last1 = Nair|first1 = Jayaprakash K|last2 = Willoughby|first2 = Jennifer L. S|last3 = Chan|first3 = Amy|last4 = Charisse|first4 = Klaus|last5 = Alam|first5 = Md. Rowshon|last6 = Wang|first6 = Qianfan|last7 = Hoekstra|first7 = Menno|last8 = Kandasamy|first8 = Pachamuthu|last9 = Kel'In|first9 = Alexander V|last10 = Milstein|first10 = Stuart|last11 = Taneja|first11 = Nate|last12 = o'Shea|first12 = Jonathan|last13 = Shaikh|first13 = Sarfraz|last14 = Zhang|first14 = Ligang|last15 = Van Der Sluis|first15 = Ronald J|last16 = Jung|first16 = Michael E|last17 = Akinc|first17 = Akin|last18 = Hutabarat|first18 = Renta|last19 = Kuchimanchi|first19 = Satya|last20 = Fitzgerald|first20 = Kevin|last21 = Zimmermann|first21 = Tracy|last22 = Van Berkel|first22 = Theo J. C|last23 = Maier|first23 = Martin A|last24 = Rajeev|first24 = Kallanthottathil G|last25 = Manoharan|first25 = Muthiah|url = http://www.escholarship.org/uc/item/54c114pc}}</ref>
			==See also==
			* ]
			* ]
			* (]) GlcNAc
			==References==
			{{Reflist}}
			==External links==
			*{{Commonscatinline}}
			{{DEFAULTSORT:Acetylgalactosamine, N-}}
			]
			]
			]