CAS 125760-33-0

O-[4,6-Di-O-acetyl-2-(acetylamino)-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine

Description:

The chemical substance known as O-[4,6-Di-O-acetyl-2-(acetylamino)-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine, with the CAS number 125760-33-0, is a complex glycosylated amino acid derivative. This compound features multiple acetyl groups, which enhance its solubility and stability, as well as a fluorenylmethoxycarbonyl (Fmoc) protecting group that is commonly used in peptide synthesis. The presence of sugar moieties, specifically galactopyranosyl units, indicates potential biological activity, possibly involving interactions with lectins or other carbohydrate-binding proteins. The structural complexity suggests that it may be of interest in medicinal chemistry or biochemistry, particularly in the development of glycopeptides or glycomimetics. Its synthesis and characterization would require advanced techniques such as NMR spectroscopy and mass spectrometry to confirm the integrity of the glycosidic linkages and the overall molecular structure.

Formula: C₄₅H₅₄N₂O₂₁

InChI: InChI=1S/C45H54N2O21/c1-20(35(42(55)56)47-45(57)60-17-32-30-15-11-9-13-28(30)29-14-10-12-16-31(29)32)61-43-36(46-21(2)48)39(37(62-24(5)51)33(66-43)18-58-22(3)49)68-44-41(65-27(8)54)40(64-26(7)53)38(63-25(6)52)34(67-44)19-59-23(4)50/h9-16,20,32-41,43-44H,17-19H2,1-8H3,(H,46,48)(H,47,57)(H,55,56)/t20-,33-,34-,35+,36-,37+,38+,39-,40+,41-,43+,44+/m1/s1

InChI key: InChIKey=ZSSXZUSKVRRKAI-UFQULINBSA-N

SMILES: O([C@@H]1[C@@H](NC(C)=O)[C@@H](O[C@@H]([C@H](NC(OCC2C=3C(C=4C2=CC=CC4)=CC=CC3)=O)C(O)=O)C)O[C@H](COC(C)=O)[C@@H]1OC(C)=O)[C@H]5[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](COC(C)=O)O5

Synonyms:

• L-Threonine, O-[4,6-di-O-acetyl-2-(acetylamino)-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• O-[4,6-Di-O-acetyl-2-(acetylamino)-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine

Fmoc-Thr[Ac4Galß(1- >3)Ac2GalNAcα(1->O)] -OH-O-ß-2,3,4,6-Tetra-O-Acetyl-D-Galactopyranosyl-(1- >3)-O-α-4,6-Di-O-Acetyl-2-Acetamido-2 -Deoxy-D-Galactopyranosyl-(1- >O)-9-Fluorenylmethoxycarbonyl-L-Threonine

CAS: 125760-33-0

Fmoc-Thr[Ac4Galß(1- >3)Ac2GalNAcα(1->O)] -OH-O-ß-2,3,4,6-Tetra-O-Acetyl-D-Galactopyranosyl-(1- >3)-O-α-4,6-Di-O-Acetyl-2 -Acetamido -2 -Deoxy -D -Galactopyranosyl-(1->0)-9 Fluorenylmethoxycarbonyl L Thr Fmoc Thr is an amino acid that is used in peptide synthesis. It is a protected form of the amino acid threonine that can be cleaved by hydrogen fluoride to yield free Thr. Fmoc Thr has been shown to inhibit the production of inflammatory cytokines and chemokines in vitro.

Formula: C₄₅H₅₄N₂O₂₁

Purity: Min. 95%

Molecular weight: 958.91 g/mol

Ref: 3D-CAR-22104