WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 466247
Description: Ac4ManNDAz is a cell-permeable photo-crosslinking probe for studying glycoprotein or glycolipid interactions. The compound is an unnatural diazirine-containing monosaccharide building block, which acts as a photo-crosslinker. Once inside the cell, Ac4ManNDAz is metabolized and incorporated as photo-crosslinking sialic acid analogs into cell surface glycoproteins. Upon photoactivation with UV irradiation, the sialic acid appended diazirine is activated to a reactive carbene that covalently crosslinks to nearby molecules.
MedKoo Cat#: 466247
Chemical Formula: C19H27N3O10
Exact Mass: 457.1696
Molecular Weight: 457.436
Elemental Analysis: C, 49.89; H, 5.95; N, 9.19; O, 34.98
Synonym: Ac4ManNDAz; Ac4-ManNDAz; Ac4 ManNDAz;
IUPAC/Chemical Name: (3S,4R,5S,6R)-6-(acetoxymethyl)-3-(3-(3-methyl-3H-diazirin-3-yl)propanamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate
InChi Key: UZYLHDJBFVVKBM-GAMQSXCYSA-N
InChi Code: InChI=1S/C19H27N3O10/c1-9(23)28-8-13-16(29-10(2)24)17(30-11(3)25)15(18(32-13)31-12(4)26)20-14(27)6-7-19(5)21-22-19/h13,15-18H,6-8H2,1-5H3,(H,20,27)/t13-,15+,16-,17-,18?/m1/s1
SMILES Code: CC(OC[C@H]1OC(OC(C)=O)[C@@H](NC(CCC2(C)N=N2)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
|Solvent||Max Conc. mg/mL||Max Conc. mM|
The following data is based on the product molecular weight 457.436 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Pham ND, Fermaintt CS, Rodriguez AC, McCombs JE, Nischan N, Kohler JJ. Cellular metabolism of unnatural sialic acid precursors. Glycoconj J. 2015 Oct;32(7):515-29. doi: 10.1007/s10719-015-9593-7. Epub 2015 May 10. PMID: 25957566; PMCID: PMC4641449.