{{위키데이터 속성 추적}}
{{DISPLAYTITLE:''N''-아세틸갈락토사민}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 462256808
| Name =''N''-아세틸갈락토사민
| ImageFile = N-Acetylgalactosamine Structural Formula V.1.svg
| ImageSize = 150px
| IUPACName = 2-(acetylamino)-2-deoxy-<small>D</small>-galactose
| OtherNames = GalNAc</br>2-acetamido-2-deoxy-<small>D</small>-galactose</br>''N''-acetylchondrosamine</br>2-acetamido-2-deoxy-<small>D</small>-galactopyranose</br>''N''-acetyl-<small>D</small>-galactosamine
| Section1 = {{Chembox Identifiers
| Abbreviations = 
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 1811-31-0
| EINECS = 
| PubChem = 84265
| SMILES = O[C@@H](C(CO)O[C@H](O)[C@H]1NC(C)=O)[C@H]1O
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| 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
| InChIKey = OVRNDRQMDRJTHS-CBQIKETKBW
| 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OVRNDRQMDRJTHS-CBQIKETKSA-N
| RTECS =
| MeSHName =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 40356
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C01074
| UNII = 00C01APN10
| DrugBank = DB03567
  }}

| Section2 = {{Chembox Properties
| C=8 | H=15 | N=1 | O=6
| MolarMass = 221.21 g/mol
| Appearance =
| Density = 
| MeltingPtC = 172 - 173
| MeltingPt_notes = 
| BoilingPt = 
| BoilingPt_notes = 
| Solubility = 
| SolubleOther = 
| Solvent = 
| pKa = 
| pKb = 
| IsoelectricPt = 
| LambdaMax =
| Absorbance =
| SpecRotation = 
| RefractIndex = 
| Viscosity = 
| Dipole =
  }}

| Section3 = {{Chembox Structure
| CrystalStruct = 
| Coordination = 
| MolShape =
  }}

| Section4 = {{Chembox Thermochemistry
| DeltaHf = 
| DeltaHc = 
| Entropy = 
| HeatCapacity =
  }}

| Section5 = {{Chembox Pharmacology
| AdminRoutes =
| Bioavail = 
| Metabolism = 
| HalfLife = 
| ProteinBound =
| Excretion = 
| Legal_status =
| Legal_US =
| Legal_UK =
| Legal_AU =
| Legal_CA =
| Pregnancy_category = 
| Pregnancy_AU = 
| Pregnancy_US =
  }}

| Section6 = {{Chembox Explosive
| ShockSens = 
| FrictionSens = 
| DetonationV = 
| REFactor =
  }}

| Section7 = {{Chembox Hazards
| ExternalSDS = 
| MainHazards = 
| NFPA-H = 
| NFPA-F = 
| NFPA-R = 
| NFPA-S =
| FlashPt = 
| AutoignitionPt = 
| ExploLimits = 
| PEL =
  }}

| Section8 = {{Chembox Related
| OtherFunction = [[N-아세틸글루코사민|''N''-아세틸글루코사민]]<br>[[갈락토사민]]<br>[[갈락토스]]
| OtherFunction_label = [[단당류]]
| OtherCompounds = 
 }}
}}

'''''N''-아세틸갈락토사민'''({{llang|en|''N''-acetylgalactosamine}}, '''GalNAc''')은 [[갈락토스]]의 [[아미노당]] [[유도체]]이다.

== 기능 ==
사람에서 ''N''-아세틸갈락토사민은 ABO식 [[혈액형]]의 A형 혈액형의 [[항원]]을 형성하는 말단 [[탄수화물]]이다.<ref>{{저널 인용|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>

''N''-아세틸갈락토사민은 전형적으로 단백질의 [[글리코실화|''O''-글리코실화]]의 특정 형태에서 [[세린]] 또는 [[트레오닌]]과 결합하는 첫 번째 단당류이다.

''N''-아세틸갈락토사민은 [[세포 신호전달]]에 필수적이며, 사람과 동물 모두의 감각신경 구조에 집중되어 있다.

또한 ''N''-아세틸갈락토사민은 연구용 안티센스 올리고뉴클레오타이드 및 [[siRNA]] 요법에서 표적 [[리간드 (생화학)|리간드]]로 사용되며, 여기서 [[간세포]]의 [[아시알로당단백질 수용체]]에 결합한다.<ref>{{저널 인용|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>

== 같이 보기 ==
* [[갈락토사민]]
* [[글로보사이드]]
* [[N-아세틸글루코사민|''N''-아세틸글루코사민]] (GlcNAc)

== 각주 ==
{{각주}}

== 외부 링크 ==
*{{위키공용분류-줄}}

[[분류:아세트아마이드]]
[[분류:헥소사민]]
[[분류:막생물학]]
[[분류:아미노당]]
[[분류:단당류 유도체]]