A New Approach for the Synthesis of Hyperbranched N‑Glycan Core Structures from Locust Bean Gum
A novel protocol for the synthesis of general N-glycan core structures was established by means of Manβ(1→4)Man peracetate derived from a naturally abundant locust bean gum as a key starting material. Phenyl (2-O-benzyl-4,6-O-benzylidine-β-d-mannopyranosyl)-(1→4)-3,6-di-O-benzyl-2-azido-2-deoxy-1-th...
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| Published in | Organic letters Vol. 15; no. 24; pp. 6278 - 6281 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
20.12.2013
Amer Chemical Soc |
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| Abstract | A novel protocol for the synthesis of general N-glycan core structures was established by means of Manβ(1→4)Man peracetate derived from a naturally abundant locust bean gum as a key starting material. Phenyl (2-O-benzyl-4,6-O-benzylidine-β-d-mannopyranosyl)-(1→4)-3,6-di-O-benzyl-2-azido-2-deoxy-1-thio-β-d-glucopyranoside facilitated the synthesis of key intermediates leading to hyperbranched N-glycan core structures. |
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| AbstractList | A novel protocol for the synthesis of general N-glycan core structures was established by means of Manβ(1→4)Man peracetate derived from a naturally abundant locust bean gum as a key starting material. Phenyl (2-O-benzyl-4,6-O-benzylidine-β-D-mannopyranosyl)-(1→4)-3,6-di-O-benzyl-2-azido-2-deoxy-1-thio-β-D-glucopyranoside facilitated the synthesis of key intermediates leading to hyperbranched N-glycan core structures. A novel protocol for the synthesis of general N-glycan core structures was established by means of Man beta(1 -> 4)Man peracetate derived from a naturally abundant locust bean gum as a key starting material. Phenyl (2-O-benzy1-4,6-O-benzylidine-beta-D-mannopyranosyl)-(1 -> 4)-3,6-di-O-benzyl-2-azido-2-deoxy-1-thio-beta-D-glucopyranoside facilitated the synthesis of key intermediates leading to hyperbranched N-glycan core structures. |
| Author | Nishimura, Shin-Ichiro Miyoshi, Risho Hinou, Hiroshi Naruchi, Kentaro Kumar H. V, Ravi |
| AuthorAffiliation | Hokkaido University |
| AuthorAffiliation_xml | – name: Hokkaido University |
| Author_xml | – sequence: 1 givenname: Ravi surname: Kumar H. V fullname: Kumar H. V, Ravi – sequence: 2 givenname: Kentaro surname: Naruchi fullname: Naruchi, Kentaro – sequence: 3 givenname: Risho surname: Miyoshi fullname: Miyoshi, Risho – sequence: 4 givenname: Hiroshi surname: Hinou fullname: Hinou, Hiroshi – sequence: 5 givenname: Shin-Ichiro surname: Nishimura fullname: Nishimura, Shin-Ichiro email: shin@sci.hokudai.ac.jp |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/24261553$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1039_C4RA12631A crossref_primary_10_1016_j_carres_2015_03_010 crossref_primary_10_1039_C8SC02457J crossref_primary_10_1021_jacs_5b13098 crossref_primary_10_1021_acs_joc_8b02037 crossref_primary_10_1093_glycob_cwab064 crossref_primary_10_1016_j_carres_2019_03_010 crossref_primary_10_1021_acs_analchem_0c04462 crossref_primary_10_1039_D2RA02903K crossref_primary_10_1002_ejoc_201600457 crossref_primary_10_1021_acs_orglett_3c00584 crossref_primary_10_1039_C8MD00162F crossref_primary_10_1021_acsmedchemlett_8b00127 crossref_primary_10_1021_acs_jafc_8b04782 crossref_primary_10_3762_bjoc_14_30 crossref_primary_10_1002_mas_21530 |
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| Keywords | ANTIBODIES BETA-MANNOPYRANOSIDES TRISACCHARIDE SEQUENCE OLIGOSACCHARIDES 1,6-ANHYDRO-BETA-LACTOSE EFFICIENT SYNTHESIS GLYCOSYLATION GLYCOMICS DERIVATIVES |
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| Snippet | A novel protocol for the synthesis of general N-glycan core structures was established by means of Manβ(1→4)Man peracetate derived from a naturally abundant... A novel protocol for the synthesis of general N-glycan core structures was established by means of Man beta(1 -> 4)Man peracetate derived from a naturally... |
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| SubjectTerms | Carbohydrate Conformation Chemistry Chemistry, Organic Galactans - chemistry Mannans - chemistry Molecular Sequence Data Physical Sciences Plant Gums - chemistry Polysaccharides - chemical synthesis Polysaccharides - chemistry Science & Technology |
| Title | A New Approach for the Synthesis of Hyperbranched N‑Glycan Core Structures from Locust Bean Gum |
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