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FMOC-THR(GALNAC(AC)3-ALPHA-D)-OH

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FMOC-THR(GALNAC(AC)3-ALPHA-D)-OH Basic information

Product Name:
FMOC-THR(GALNAC(AC)3-ALPHA-D)-OH
Synonyms:
  • N-FMOC-O-(3,4,6,-TRI-O-ACETYL-2-ACETAMIDO-2-DEOXY-Α-D-GALACTOPYRANOSYL)-L-THREONINE
  • Fmoc-L-Ser(α-D-GalNAc(Ac)3)-OH
  • Fmoc-L-Thr(GalNAc(Ac)3-α-D)-OH
  • Fmoc-O-β-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threonine≥ 97% (HPLC)
  • Fmoc-Thr(AcAcNH-α-Gal)-OH Novabiochem
  • GalNAc-Thr
  • 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-a-D-galactopyranosyl-Fmoc threonine
  • L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-α-D-galactopyranosyl]-
CAS:
116783-35-8
MF:
C33H38N2O13
MW:
670.66
Product Categories:
  • Glycoamino Acid
  • Carbohydrates & Derivatives
  • Fluorescent Labels & Indicators
  • Inhibitors
  • Protein Kinase Inhibitors and Activators
  • Amino Acid
Mol File:
116783-35-8.mol
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FMOC-THR(GALNAC(AC)3-ALPHA-D)-OH Chemical Properties

Melting point:
178-183°C
Boiling point:
857.1±65.0 °C(Predicted)
Density 
1.38±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Acetonitrile: Soluble
Chloroform: Soluble
form 
Solid
pka
3.32±0.10(Predicted)
color 
White to off-white
optical activity
[α]22/D +55.0°, c = 1% in chloroform
InChIKey
OXLCJWGAUPPZQJ-ZNHCDWFHSA-N
SMILES
C1(COC(=O)N[C@H](C(=O)O)[C@@H](C)O[C@H]2O[C@@H]([C@H](OC(=O)C)[C@H](OC(=O)C)[C@H]2NC(=O)C)COC(=O)C)C2C=CC=CC=2C2C=CC=CC1=2 |&1:6,10,13,15,16,21,26,r|
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Safety Information

WGK Germany 
3
HS Code 
2932 99 00
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FMOC-THR(GALNAC(AC)3-ALPHA-D)-OH Usage And Synthesis

Chemical Properties

White to off-white solid

Uses

Fluorescently labeled glycopeptides containing GalNAcα1-O-Ser/Thr residues provide valuable immunology probes for the development of cancer vaccines.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

References

[1] KATHARINE A. WINANS. A Chemically Synthesized Version of the Insect Antibacterial Glycopeptide, Diptericin, Disrupts Bacterial Membrane Integrity†[J]. Biochemistry Biochemistry, 1999, 38 36: 11700-11710. DOI: 10.1021/bi991247f
[2] ZHI-HUA HUANG. a Totally Synthetic, Self-Assembling, Adjuvant-Free MUC1 Glycopeptide Vaccine for Cancer Therapy[J]. Journal of the American Chemical Society, 2012, 134 21: 8730-8733. DOI: 10.1021/ja211725s

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