Date published: 2026-6-6

1-800-457-3801

SCBT Portrait Logo
Seach Input

2-Acetamido-2-deoxy-D-mannono-1,4-lactone (CAS 28876-37-1)

0.0(0)
Write a reviewAsk a question

CAS Number:
28876-37-1
Molecular Weight:
219.19
Molecular Formula:
C8H13NO6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

2-Acetamido-2-deoxy-D-mannono-1,4-lactone, a derivative of D-mannose, plays a pivotal role in carbohydrate chemistry research due to its unique structure and reactivity. This compound serves as a versatile building block in the synthesis of complex carbohydrates and glycoconjugates. Its mechanism of action involves its ability to act as a precursor for the formation of various glycosidic linkages through glycosylation reactions. Specifically, the lactone ring can open under mild basic conditions, exposing the reactive hydroxyl group at the C-1 position of the sugar moiety. This hydroxyl group can undergo glycosylation reactions with suitable acceptor molecules, resulting in the formation of glycosidic bonds. Additionally, the presence of an acetamido group at the C-2 position provides stability and protection to the sugar moiety during glycosylation reactions. Researchers utilize 2-Acetamido-2-deoxy-D-mannono-1,4-lactone as a key intermediate in the synthesis of biologically relevant carbohydrate structures, including glycolipids, glycoproteins, and glycosaminoglycans. Furthermore, this compound serves as a valuable tool in the study of carbohydrate-protein interactions, cellular recognition processes, and carbohydrate-based materials. Its synthetic accessibility and ability to introduce specific functional groups enable researchers to tailor carbohydrate structures with precise stereochemistry and regioselectivity, advancing our understanding of carbohydrate biology and facilitating the development of novel materials for various research applications in chemistry, biochemistry, and biotechnology.


2-Acetamido-2-deoxy-D-mannono-1,4-lactone (CAS 28876-37-1) References

  1. The inhibitory activities of 2-acetamido-2,3-dideoxy-D-hex-2-enonolactones on 2-acetamido-2-deoxy-beta-D-glucosidase.  |  Pokorny, M., et al. 1975. Carbohydr Res. 43: 345-54. PMID: 1238169
  2. Confirmation of the structures of the products obtained on acylation of 2-amino-2-deoxy-D-gluconic acid.  |  Horton, D., et al. 1989. Carbohydr Res. 193: 49-60. PMID: 2611787
  3. The oxidation of 2-acetamido-2-deoxyaldoses with aqueous bromine. Two diastereoisomeric 2-acetamido-2,3-dideoxyhex-2-enono-1,4-lactones from 2-acetamido-2-deoxy-D-glucose, -mannose, and -galactose.  |  Pravdić, N. and Fletcher, HG. 1971. Carbohydr Res. 19: 339-52. PMID: 5151898
  4. The oxidation of partially substituted 2-acetamido-2-deoxyaldoses with methyl sulfoxide-acetic anhydride. Some 2-acetamido-2-deoxyaldonic acid derivatives.  |  Pravdić, N. and Fletcher, HG. 1971. Carbohydr Res. 19: 353-64. PMID: 5151899

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Acetamido-2-deoxy-D-mannono-1,4-lactone, 10 mg

sc-220685
10 mg
$320.00