214467-60-4 Usage
Description
2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-beta-D-glucopyranosyl Azide (CAS# 214467-60-4) is a glycosyl azide, which is a type of organic compound that contains an azide functional group. It is characterized by its white to off-white powder or crystal appearance. 2-ACETAMIDO-3,4,6-TRI-O-BENZYL-2-DEOXY-BETA-D-GLUCOPYRANOSYL AZIDE is utilized in the synthesis of various biologically active molecules, particularly in the preparation of nonglycosylated and glycosylated androgenic gland hormone (AGH) with N-linked glycan through expressed protein ligation.
Uses
Used in Pharmaceutical Industry:
2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-beta-D-glucopyranosyl Azide is used as a key intermediate in the synthesis of nonglycosylated and glycosylated androgenic gland hormone (AGH) for the pharmaceutical industry. The compound plays a crucial role in the preparation of AGH with N-linked glycan using expressed protein ligation, which is essential for the development of novel therapeutic agents targeting hormonal imbalances and related conditions.
Used in Chemical Research:
In the field of chemical research, 2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-beta-D-glucopyranosyl Azide serves as a valuable compound for studying the chemical properties and reactivity of glycosyl azides. Researchers can use this compound to explore new synthetic pathways, develop innovative methodologies, and gain insights into the structural and functional aspects of various biologically active molecules.
Used in Material Science:
2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-beta-D-glucopyranosyl Azide can also be employed in material science for the development of novel biomaterials and drug delivery systems. The compound's unique chemical properties and reactivity make it a promising candidate for the design and synthesis of advanced materials with tailored properties for various applications, including drug delivery, tissue engineering, and diagnostics.
Check Digit Verification of cas no
The CAS Registry Mumber 214467-60-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,4,4,6 and 7 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 214467-60:
(8*2)+(7*1)+(6*4)+(5*4)+(4*6)+(3*7)+(2*6)+(1*0)=124
124 % 10 = 4
So 214467-60-4 is a valid CAS Registry Number.
InChI:InChI=1/C29H32N4O5/c1-21(34)31-26-28(37-19-24-15-9-4-10-16-24)27(36-18-23-13-7-3-8-14-23)25(38-29(26)32-33-30)20-35-17-22-11-5-2-6-12-22/h2-16,25-29H,17-20H2,1H3,(H,31,34)/t25-,26-,27-,28-,29-/m1/s1
214467-60-4Relevant articles and documents
Synthesis and antibacterial activities of N-Glycosylated derivatives of tyrocidine a, a macrocyclic peptide antibiotic
Honggang, Hu,Jie, Xue,Swarts, Benjamin M.,Qianli, Wang,Qiuye, Wu,Zhongwu, Guo
experimental part, p. 2052 - 2059 (2009/12/30)
An efficient and practical method for macrocyclic glycopeptide synthesis was developed and utilized to synthesize tyrocidine A and its glycosylated derivatives. The method is based on solid-phase peptide synthesis using 2-chlorotrityl resin as the solid-phase support and glycosyl amino acids as building blocks. After glycopeptides with fully protected glycans and side chains were released from the acid-labile resin, their Cand N-termini were intramolecularly coupled in solution to afford cyclic glycopeptides in quantitative yields. This synthetic method should be generally applicable to various macrocyclic glycopeptides. Biological studies of the synthetic tyrocidine A derivatives showed that linking glycans directly to the Asn residue of tyrocidine A diminished its antibacterial activity, but linking glycans to Asn via a simple spacer did not. These results Revealed the important impact of glycans on the activities, and probably the structures, of glycopeptide antibiotics.
Synthesis and conformational analysis of pseudosugar analogues of chitotriose
Thiele, Gabriela,Rottmann, Antje,Germer, Antje,Kleinpeter, Erich,Spindler, Klaus-Dieter,Synstad, Bjornar,Eijsink, Vincent G. H.,Peter, Martin G.
, p. 471 - 489 (2007/10/03)
EDC mediated coupling of the 4-O-succinoyl glycosyl azide 2 with glycosylamine 3 gave the protected glycosylazide 4. Hydrogenation of 4 afforded the glycosylamine 5. Chemoselective hydrolysis of the reducing end glycosylamine, followed by hydrogenation af
