Ac4ManNDAz
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MedKoo CAT#: 466247

CAS#: 1015698-39-1

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.


Chemical Structure

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Ac4ManNDAz
CAS# 1015698-39-1

Theoretical Analysis

MedKoo Cat#: 466247
Name: Ac4ManNDAz
CAS#: 1015698-39-1
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

Price and Availability

Size Price Availability Quantity
10.0mg USD 480.0 2 Weeks
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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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Ethanol 45.74 100.0
DMSO 45.74 100.0

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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

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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.