mycosamine

{{Chembox

| Name = D-Mycosamine

|ImageFile = File:D-Mycosamine (alpha-pyranose).png

|IUPACName=3-Amino-3,6-dideoxy-β-D-mannopyranose

| OtherNames = {{ubl |

  • 3-amino-3,6-dideoxy-α-D-manno-hexopyranose
  • (2S,3S,4S,5S,6R)-4-amino-6-methyloxane-2,3,5-triol
  • 3-amino-3-desoxy-D-rhamnose

}}

|Section1={{Chembox Identifiers

| CASNo = 32817-12-2

| ChemSpiderID = 16735923

| PubChem = 101343655

| SMILES = C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O)O)N)O

| InChI = 1S/C6H13NO4/c1-2-4(8)3(7)5(9)6(10)11-2/h2-6,8-10H,7H2,1H3/t2-,3+,4-,5+,6+/m1/s1

| InChIKey = OINCELAOJGBMQV-RDQKPOQOSA-N

}}

|Section2={{Chembox Properties

| C=6 | H=13 | N=1 | O=4

}}

}}

D-Mycosamine is an amino sugar found in several polyene antimycotics. Structural analogs of these agents lacking this monosaccharide component do not exhibit substantial antifungal activity.{{cite journal |title= Analysis of the Mycosamine Biosynthesis and Attachment Genes in the Nystatin Biosynthetic Gene Cluster of Streptomyces noursei ATCC 11455 |first1= A. |last1= Nedal |first2= H. |last2= Sletta |first3= T. |last3= Brautaset |first4= S. E. F. |last4= Borgos |first5= O. N. |last5= Sekurova |first6= T. E. |last6= Ellingsen |first7= S. B. |last7= Zotchev |date= 17 December 2020 |journal= Applied and Environmental Microbiology |volume= 73 |issue= 22 |pages= 7400–7407 |doi= 10.1128/AEM.01122-07 |pmid= 17905880 |pmc= 2168226 }}

References

{{reflist}}

  • Biosynthesis: [https://biocyc.org/META/NEW-IMAGE?object=PWY-7573]

{{biochem-stub}}

Category:Hexosamines

Category:Deoxy sugars

Category:Monosaccharides