タンパク質および脂質への糖鎖付加は生命を支配する普遍的なプロセスです。糖の付加はタンパク質の折り畳みおよび安定化に影響を及ぼすとともに糖化合物はエネルギー貯蔵、細胞間コミュニケーションのための分子識別モチーフを介する細胞表面相互作用、そして細胞の構造的サポートや保護等の多数の生物学的効果を示します。
疾病の発症プロセス、炎症および微生物感染によって問題が生じた代謝経路、神経変性または腫瘍転移などのキーワードで代表される分野だけではなく、多くの分野に関わりがあります。クリック反応の確実性と特異性により、薬剤およびワクチン開発の使用において、これまで困難であった炭水化物との結合を含む分子のデザインが可能になります。
参考文献
▷ Essentials of Glycobiology; A. Varki, R. Cummins, J. Esko, H. Freeze, G. Hart and J. Marth; Cold Spring Harbor Laboratory Press; Cold Spring Harbor 1999.
▷ Role of glycosylation in development; R. S. Haltiwanger and J. B. Lowe; Annu Rev Biochem 2004; 73, 491-537.
▷ Glycosylation and the immune system; P. M. Rudd, T. Elliott, P. Cresswell, I. A. Wilson and R. A. Dwek; Science 2001; 291, 2370-6.
▷ Glycosylation in cellular mechanisms of health and disease; K. Ohtsubo and J. D. Marth; Cell 2006; 126, 855-67.
▷ The role of selectins in inflammation and disease; K. Ley; Trends Mol Med 2003; 9, 263-8.
▷ Carbohydrate diversity: synthesis of glycoconjugates and complex carbohydrates; A. Holemann and P. H. Seeberger; Curr Opin Bio-technol 2004; 15, 615-22.
▷ Post-translational modifications in the context of therapeutic prote-ins; G. Walsh and R. Jefferis; Nat Biotechnol 2006; 24, 1241-52.
▷ Glycomics: a pathway to a class of new and improved therapeutics; Z. Shriver, S. Raguram and R. Sasisekharan; Nat Rev Drug Discov 2004; 3, 863-73.
▷ The bittersweet promise of glycobiology; A. Dove; Nat Biotechnol2001; 19, 913-7.
▷ Carbohydrate and protein immobilization onto solid surfaces by sequential Diels-Alder and azide-alkyne cycloadditions; X. L. Sun, C. L. Stabler, C. S. Cazalis and E. L. Chaikof; Bioconjug Chem 2006; 17, 52-7.
▷ Covalent display of oligosaccharide arrays in microtiter plates; M. C. Bryan, F. Fazio, H. K. Lee, C. Y. Huang, A. Chang, M. D. Best, D. A. Calarese, O. Blixt, J. C. Paulson, D. Burton, I. A. Wilson and C. H. Wong; J Am Chem Soc 2004; 126, 8640-1.
▷ Multivalent, bifunctional dendrimers prepared by click chemistry; P. Wu, M. Malkoch, J. N. Hunt, R. Vestberg, E. Kaltgrad, M. G. Finn, V. V. Fokin, K. B. Sharpless and C. J. Hawker; Chem Commun (Camb) 2005, 5775-7.
▷ A chemoenzymatic approach to glycopeptide antibiotics; H. Lin and C. T. Walsh; J Am Chem Soc 2004; 126, 13998-4003.
製品一覧
ガラクトース誘導体
表1. ガラクトース誘導体製品一覧
コード |
製品名 |
分子式 |
CAS |
分子量 |
内容量 |
名称 |
GBB1207.0001 |
D-Gal(N3, Ac3)-OAc |
C14H19N3O9 |
84278-00-2 |
373.32 |
1g |
2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-alpha/beta-D-galactopyranose |
GBB1207.0002 |
D-Gal(N3, Ac3)-OAc |
C14H19N3O9 |
84278-00-2 |
373.32 |
2g |
2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-alpha/beta-D-galactopyranose |
GBB1207.0250 |
D-Gal(N3, Ac3)-OAc |
C14H19N3O9 |
84278-00-2 |
373.32 |
250mg |
2-Azido-2-deoxy-1,3,4,6-tetra-O-acetyl-alpha/beta-D-galactopyranose |
GBB1370.0000 |
alpha-GalNAc-TEG-N3 |
C14H26N4O8 |
- |
378.38 |
0 |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1375.0100 |
alpha-GalNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
100mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1375.0250 |
alpha-GalNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
250mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1375.0500 |
alpha-GalNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
500mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1375.1000 |
alpha-GalNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
1g |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1380.0100 |
beta-Gal-TEG-N3 |
C12H23N3O8 |
- |
337.33 |
100mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-beta-D-galactopyranoside |
GBB1380.0250 |
beta-Gal-TEG-N3 |
C12H23N3O8 |
- |
337.33 |
250mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-beta-D-galactopyranoside |
GBB1385.0000 |
beta-Gal-TEG-Alkyne |
C15H26O9 |
- |
350.36 |
0 |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-beta-D-galactopyranoside |
GBB1430.0100 |
beta-Gal-N3 |
C8H15N3O6 |
- |
249.22 |
100mg |
1-(2-Azidoethoxy)-beta-D-galactopyranose |
GBB1430.0250 |
beta-Gal-N3 |
C8H15N3O6 |
- |
249.22 |
250mg |
1-(2-Azidoethoxy)-beta-D-galactopyranose |
GBB1430.0500 |
beta-Gal-N3 |
C8H15N3O6 |
- |
249.22 |
500mg |
1-(2-Azidoethoxy)-beta-D-galactopyranose |
GBB1430.1000 |
beta-Gal-N3 |
C8H15N3O6 |
- |
249.22 |
1g |
1-(2-Azidoethoxy)-beta-D-galactopyranose |
GBB1445.0050 |
alpha-GalNAc-N3 |
C10H18N4O6 |
- |
290.27 |
50mg |
1-O-(2-Azidoethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1445.0100 |
alpha-GalNAc-N3 |
C10H18N4O6 |
- |
290.27 |
100mg |
1-O-(2-Azidoethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1445.0250 |
alpha-GalNAc-N3 |
C10H18N4O6 |
- |
290.27 |
250mg |
1-O-(2-Azidoethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1445.0500 |
alpha-GalNAc-N3 |
C10H18N4O6 |
- |
290.27 |
500mg |
1-O-(2-Azidoethoxy)-2-acetamido-2deoxy-alpha-D-galactopyranoside |
GBB1460.0001 |
Azido-beta-Gal(Ac4) |
C14H19N3O9 |
13992-26-2 |
373.32 |
1g |
2,3,4,6-Tetra-O-acetyl-beta-D-galactopyranosyl azide |
GBB1460.0002 |
Azido-beta-Gal(Ac4) |
C14H19N3O9 |
13992-26-2 |
373.32 |
2g |
2,3,4,6-Tetra-O-acetyl-beta-D-galactopyranosyl azide |
GBB1460.0005 |
Azido-beta-Gal(Ac4) |
C14H19N3O9 |
13992-26-2 |
373.32 |
5g |
2,3,4,6-Tetra-O-acetyl-beta-D-galactopyranosyl azide |
GBB1470.0001 |
Azido-alpha-Gal(Ac4) |
C14H19N3O9 |
94427-00-6 |
373.32 |
1g |
2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl azide |
GBB1470.0002 |
Azido-alpha-Gal(Ac4) |
C14H19N3O9 |
94427-00-6 |
373.32 |
2g |
2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl azide |
グルコース誘導体
表2. グルコース誘導体製品一覧
コード |
製品名 |
分子式 |
CAS |
分子量 |
内容量 |
名称 |
GBB1390.0000 |
beta-Glc-TEG-N3 |
C12H23N3O8 |
- |
337.33 |
0 |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-beta-D-glucopyranoside |
GBB1395.0000 |
beta-Glc-TEG-Alkyne |
C15H26O9 |
- |
350.36 |
0 |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-beta-D-glucopyranoside |
GBB1400.0100 |
beta-GlcNAc-TEG-N3 |
C14H26N4O8 |
- |
378.73 |
100mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-beta-D-glucopyranoside |
GBB1400.0250 |
beta-GlcNAc-TEG-N3 |
C14H26N4O8 |
- |
378.73 |
250mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-beta-D-glucopyranoside |
GBB1400.0500 |
beta-GlcNAc-TEG-N3 |
C14H26N4O8 |
- |
378.73 |
500mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-beta-D-glucopyranoside |
GBB1405.0250 |
beta-GlcNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
250mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-beta-D-glucopyranoside |
GBB1405.0500 |
beta-GlcNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
500mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-beta-D-glucopyranoside |
GBB1405.1000 |
beta-GlcNAc-TEG-Alkyne |
C17H29NO9 |
- |
391.41 |
1g |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-2-acetamido-2deoxy-beta-D-glucopyranoside |
GBB1435.0000 |
beta-Glc-N3 |
C8H15N3O6 |
- |
249.22 |
0 |
1-(2-Azidoethoxy)-beta-D-glucopyranose |
GBB1450.0000 |
beta-GlcNAc-N3 |
C10H18N4O6 |
- |
290.27 |
0 |
1-(2-Azidoethoxy)-2-acetamido-2deoxy-beta-D-galactopyranose |
GBB1465.0001 |
Azido-beta-Glc(Ac4) |
C14H19N3O9 |
13992-25-1 |
373.32 |
1g |
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide |
GBB1465.0002 |
Azido-beta-Glc(Ac4) |
C14H19N3O9 |
13992-25-1 |
373.32 |
2g |
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide |
GBB1465.0005 |
Azido-beta-Glc(Ac4) |
C14H19N3O9 |
13992-25-1 |
373.32 |
5g |
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide |
GBB1475.0001 |
D-Glc(Ac4)-beta-PEG(3)-N3 |
C20H31N3O12 |
- |
505.47 |
1g |
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl PEG(3)-azide |
GBB1475.0002 |
D-Glc(Ac4)-beta-PEG(3)-N3 |
C20H31N3O12 |
- |
505.47 |
2g |
2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl PEG(3)-azide |
マンノース誘導体
表3. マンノース誘導体製品一覧
コード |
製品名 |
分子式 |
CAS |
分子量 |
内容量 |
名称 |
GBB1222.0050 |
beta-D-Man(N3, Ac3)-OMe |
C13H19N3O8 |
- |
345.34 |
50mg |
Methyl 2-azido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-mannopyranoside |
GBB1222.0100 |
beta-D-Man(N3, Ac3)-OMe |
C13H19N3O8 |
- |
345.34 |
100mg |
Methyl 2-azido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-mannopyranoside |
GBB1222.0250 |
beta-D-Man(N3, Ac3)-OMe |
C13H19N3O8 |
- |
345.34 |
250mg |
Methyl 2-azido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-mannopyranoside |
GBB1410.0000 |
beta-Lac-TEG-N3 |
C18H33N3O13 |
- |
499.47 |
0 |
- |
GBB1415.0000 |
beta-Lac-TEG-Alkyne |
C21H36O14 |
- |
512.5 |
0 |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-beta-D-lactoside |
GBB1420.0100 |
alpha-Man-TEG-N3 |
C12H23N3O8 |
- |
337.33 |
100mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-alpha-D-mannopyranoside |
GBB1420.0250 |
alpha-Man-TEG-N3 |
C12H23N3O8 |
- |
337.33 |
250mg |
1-O-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)-alpha-D-mannopyranoside |
GBB1425.0100 |
alpha-Man-TEG-Alkyne |
C15H26O9 |
- |
350.36 |
100mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-alpha-D-mannopyranoside |
GBB1425.0250 |
alpha-Man-TEG-Alkyne |
C15H26O9 |
- |
350.36 |
250mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-alpha-D-mannopyranoside |
GBB1425.0500 |
alpha-Man-TEG-Alkyne |
C15H26O9 |
- |
350.36 |
500mg |
1-O-(2-(2-(2-(Prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)-alpha-D-mannopyranoside |
GBB1440.0100 |
alpha-Man-N3 |
C8H15N3O6 |
- |
249.22 |
100mg |
1-(2-Azidoethoxy)-alpha-D-mannopyranose |
GBB1440.0250 |
alpha-Man-N3 |
C8H15N3O6 |
- |
249.22 |
250mg |
1-(2-Azidoethoxy)-alpha-D-mannopyranose |
GBB1440.0500 |
alpha-Man-N3 |
C8H15N3O6 |
- |
249.22 |
500mg |
1-(2-Azidoethoxy)-alpha-D-mannopyranose |
GBB1440.1000 |
alpha-Man-N3 |
C8H15N3O6 |
- |
249.22 |
1g |
1-(2-Azidoethoxy)-alpha-D-mannopyranose |
GBB1455.0100 |
beta-Lac-EO-N3 |
C14H25N3O11 |
- |
411.36 |
100mg |
1-(2-Azidoethoxy)-beta-D-lactose |
GBB1455.0250 |
beta-Lac-EO-N3 |
C14H25N3O11 |
- |
411.36 |
250mg |
1-(2-Azidoethoxy)-beta-D-lactose |
GBB1455.0500 |
beta-Lac-EO-N3 |
C14H25N3O11 |
- |
411.36 |
500mg |
1-(2-Azidoethoxy)-beta-D-lactose |
GBB1455.1000 |
beta-Lac-EO-N3 |
C14H25N3O11 |
- |
411.36 |
1g |
1-(2-Azidoethoxy)-beta-D-lactose |
GBB1480.0100 |
D-Lac-beta-N3 |
C12H21N3O10 |
69266-16-6 |
367.31 |
100mg |
1-Azido-1-deoxy-beta-D-lactopyranoside |
GBB1480.0250 |
D-Lac-beta-N3 |
C12H21N3O10 |
69266-16-6 |
367.31 |
250mg |
1-Azido-1-deoxy-beta-D-lactopyranoside |
GBB1480.0500 |
D-Lac-beta-N3 |
C12H21N3O10 |
69266-16-6 |
367.31 |
500mg |
1-Azido-1-deoxy-beta-D-lactopyranoside |
GBB1490.0001 |
Mal(Ac7)-beta-N3 |
C26H35N3O17 |
33012-49-6 |
661.57 |
1g |
2,3,4,6,2',3',6'-Hepta-O-acetyl-beta-maltosyl azide |
GBB1490.0002 |
Mal(Ac7)-beta-N3 |
C26H35N3O17 |
33012-49-6 |
661.57 |
2g |
2,3,4,6,2',3',6'-Hepta-O-acetyl-beta-maltosyl azide |
GBB1490.0005 |
Mal(Ac7)-beta-N3 |
C26H35N3O17 |
33012-49-6 |
661.57 |
5g |
2,3,4,6,2',3',6'-Hepta-O-acetyl-beta-maltosyl azide |