SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 50, Issue 10, 2011, Pages 2330-2333

The total synthesis of the neurogenic ganglioside LLG-3 isolated from the starfish Linckia laevigata

(7) Tamai, Hideki a,b Ando, Hiromune a,b Tanaka, Hide Nori a,b Hosoda Yabe, Ritsuko a,b Yabe, Tomio a Ishida, Hideharu a Kiso, Makoto a,b

a GIFU UNIVERSITY (Japan)

b KYOTO UNIVERSITY (Japan)

Author keywords

Carbohydrates; Gangliosides; Neurogenesis; Sialic acids; Total synthesis

Indexed keywords

CERAMIDES; GANGLIOSIDES; NEUROGENESIS; PHYTOCERAMIDE; SIALIC ACIDS; TITLE COMPOUNDS; TOTAL SYNTHESIS;

AMIDES; CARBOHYDRATES;

CARBOXYLIC ACIDS;

GANGLIOSIDE; NEUROPROTECTIVE AGENT;

ANIMAL; ARTICLE; CELL LINE; CHEMISTRY; MOUSE; STARFISH; SYNTHESIS;

ANIMALS; CELL LINE; GANGLIOSIDES; MICE; NEUROPROTECTIVE AGENTS; STARFISH;

EID: 79952057485 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201006035 Document Type: Article

Times cited : (56)

References (34)

1
- 34047184737
- M. Kaneko, K. Yamada, T. Miyamoto, M. Inagaki, R. Higuchi, Chem. Pharm. Bull. 2007, 55, 462-463.
- (2007) Chem. Pharm. Bull. , vol.55 , pp. 462-463
- Kaneko, M.¹ Yamada, K.² Miyamoto, T.³ Inagaki, M.⁴ Higuchi, R.⁵

2
- 33646913654
- For reports on the synthesis of the glycan part of echinodermatous gangliosides, see: a
- For reports on the synthesis of the glycan part of echinodermatous gangliosides, see: a) H. Ando, H. Shimizu, Y. Katano, Y. Koike, S. Koizumi, H. Ishida, M. Kiso, Carbohydr. Res. 2006, 341, 1522-1532;
- (2006) Carbohydr. Res. , vol.341 , pp. 1522-1532
- Ando, H.¹ Shimizu, H.² Katano, Y.³ Koike, Y.⁴ Koizumi, S.⁵ Ishida, H.⁶ Kiso, M.⁷

3
- 70349203811
- b) S. Hanashima, Y. Yamaguchi, Y. Ito, K.-I. Sato, Tetrahedron Lett. 2009, 50, 6150-6153.
- (2009) Tetrahedron Lett. , vol.50 , pp. 6150-6153
- Hanashima, S.¹ Yamaguchi, Y.² Ito, Y.³ Sato, K.-I.⁴

4
- 35949002163
- H. Ando, Y. Koike, S. Koizumi, H. Ishida, M. Kiso, Angew. Chem. 2005, 117, 6917-6921;
- (2005) Angew. Chem. , vol.117 , pp. 6917-6921
- Ando, H.¹ Koike, Y.² Koizumi, S.³ Ishida, H.⁴ Kiso, M.⁵

5
- 27444438620
- Angew. Chem. Int. Ed. 2005, 44, 6759-6763.
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 6759-6763

6
- 65349093921
- Y. Iwayama, H. Ando, H. Ishida, M. Kiso, Chem. Eur. J. 2009, 15, 4637-4648.
- (2009) Chem. Eur. J. , vol.15 , pp. 4637-4648
- Iwayama, Y.¹ Ando, H.² Ishida, H.³ Kiso, M.⁴

7
- 63649160945
- For reports on the synthesis of the glycan part, see: a
- For reports on the synthesis of the glycan part, see: a) S. Hanashima, D. Ishikawa, S. Akai, K.-I. Sato, Carbohydr. Res. 2009, 344, 747-752;
- (2009) Carbohydr. Res. , vol.344 , pp. 747-752
- Hanashima, S.¹ Ishikawa, D.² Akai, S.³ Sato, K.-I.⁴

8
- 0037154776
- for preceding reports on the synthesis of Neu5Acα(2,11)Neu linkage, see: b
- for preceding reports on the synthesis of Neu5Acα(2,11)Neu linkage, see: b) C.-T. Ren, C.-S. Chen, S.-H. Wu, J. Org. Chem. 2002, 67, 1376-1379;
- (2002) J. Org. Chem. , vol.67 , pp. 1376-1379
- Ren, C.-T.¹ Chen, C.-S.² Wu, S.-H.³

9
- 0037026464
- c) J. C. McAuliffe, D. Rabuka, O. Hindsgaul, Org. Lett. 2002, 4, 3067-3069;
- (2002) Org. Lett. , vol.4 , pp. 3067-3069
- McAuliffe, J.C.¹ Rabuka, D.² Hindsgaul, O.³

10
- 0037130960
- d) G.-T. Fan, C.-C. Lee, C.-C. Lin, J.-M. Fang, J. Org. Chem. 2002, 67, 7565-7568;
- (2002) J. Org. Chem. , vol.67 , pp. 7565-7568
- Fan, G.-T.¹ Lee, C.-C.² Lin, C.-C.³ Fang, J.-M.⁴

11
- 0347294698
- e) C.-T. Ren, C.-S. Chen, Y.-P. Yu, Y.-F. Tsai, P.-Y. Lin, Y.-J. Chen, W. Zou, S.-H. Wu, Chem. Eur. J. 2003, 9, 1085-1095.
- (2003) Chem. Eur. J. , vol.9 , pp. 1085-1095
- Ren, C.-T.¹ Chen, C.-S.² Yu, Y.-P.³ Tsai, Y.-F.⁴ Lin, P.-Y.⁵ Chen, Y.-J.⁶ Zou, W.⁷ Wu, S.-H.⁸

12
- 0032820544
- M. Inagaki, R. Isobe, R. Higuchi, Eur. J. Org. Chem. 1999, 771-774.
- (1999) Eur. J. Org. Chem. , pp. 771-774
- Inagaki, M.¹ Isobe, R.² Higuchi, R.³

13
- 0037353426
- M. Kaneko, F. Kisa, K. Yamada, T. Miyamoto, R. Higuchi, Eur. J. Org. Chem. 2003, 1004-1008.
- (2003) Eur. J. Org. Chem. , pp. 1004-1008
- Kaneko, M.¹ Kisa, F.² Yamada, K.³ Miyamoto, T.⁴ Higuchi, R.⁵

14
- 0042159799
- a) H. Ando, Y. Koike,H. Ishida, M. Kiso, Tetrahedron Lett. 2003, 44, 6883-6886;
- (2003) Tetrahedron Lett. , vol.44 , pp. 6883-6886
- Ando, H.¹ Koike, Y.² Ishida, H.³ Kiso, M.⁴

15
- 13244249609
- b) H. Tanaka, M. Adachi, T. Takahashi, Chem. Eur. J. 2005, 11, 849-862;
- (2005) Chem. Eur. J. , vol.11 , pp. 849-862
- Tanaka, H.¹ Adachi, M.² Takahashi, T.³

16
- 33746867165
- c) T. Fuse, H. Ando, A. Imamura, N. Sawada, H. Ishida, M. Kiso, T. Ando, S.-C. Li, Y.-T. Li, Glycoconjugate J. 2006, 23, 329-343.
- (2006) Glycoconjugate J. , vol.23 , pp. 329-343
- Fuse, T.¹ Ando, H.² Imamura, A.³ Sawada, N.⁴ Ishida, H.⁵ Kiso, M.⁶ Ando, T.⁷ Li, S.-C.⁸ Li, Y.-T.⁹

17
- 65249135142
- a) A. Imamura, H. Ando, H. Ishida, M. Kiso, J. Org. Chem. 2009, 74, 3009-3023;
- (2009) J. Org. Chem. , vol.74 , pp. 3009-3023
- Imamura, A.¹ Ando, H.² Ishida, H.³ Kiso, M.⁴

18
- 73649135746
- b) K. Fujikawa, T. Nohara, A. Imamura, H. Ando, H. Ishida, M. Kiso, Tetrahedron Lett. 2010, 51, 1126-1130.
- (2010) Tetrahedron Lett. , vol.51 , pp. 1126-1130
- Fujikawa, K.¹ Nohara, T.² Imamura, A.³ Ando, H.⁴ Ishida, H.⁵ Kiso, M.⁶

19
- 36749050839
- A. Sakakura, K. Kawajiri, T. Ohkubo, Y. Kosugi, K. Ishihara, J. Am. Chem. Soc. 2007, 129, 14775-14779.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 14775-14779
- Sakakura, A.¹ Kawajiri, K.² Ohkubo, T.³ Kosugi, Y.⁴ Ishihara, K.⁵

20
- 0032492977
- A. V. Demchenko,G.-J. Boons, Tetrahedron Lett. 1998, 39, 3065-3068.
- (1998) Tetrahedron Lett. , vol.39 , pp. 3065-3068
- Demchenko, A.V.¹ Boons, G.-J.²

21
- 33746825846
- S. Sogabe, H. Ando, M. Koketsu, H. Ishihara, Tetrahedron Lett. 2006, 47, 6603-6606.
- (2006) Tetrahedron Lett. , vol.47 , pp. 6603-6606
- Sogabe, S.¹ Ando, H.² Koketsu, M.³ Ishihara, H.⁴

22
- 0000487460
- D. J. Lefeber, J. P. Kamerling, J. F. G. Vliegenthart, Org. Lett. 2000, 2, 701-703.
- (2000) Org. Lett. , vol.2 , pp. 701-703
- Lefeber, D.J.¹ Kamerling, J.P.² Vliegenthart, J.F.G.³

23
- 0001015873
- M. J. Diem, D. F. Burow, J. L. Fry, J. Org. Chem. 1977, 42, 1801-1802.
- (1977) J. Org. Chem. , vol.42 , pp. 1801-1802
- Diem, M.J.¹ Burow, D.F.² Fry, J.L.³

24
- 0000815238
- a) R. R. Schmidt, Angew. Chem. 1986, 98, 213-236;
- (1986) Angew. Chem. , vol.98 , pp. 213-236
- Schmidt, R.R.¹

25
- 0022636075
- Angew. Chem. Int. Ed. Engl. 1986, 25, 212-235;
- (1986) Angew. Chem. Int. Ed. Engl. , vol.25 , pp. 212-235

26
- 0001513404
- b) R. R. Schmidt, J. Michel, Angew. Chem. 1980, 92, 763-764;
- (1980) Angew. Chem. , vol.92 , pp. 763-764
- Schmidt, R.R.¹ Michel, J.²

27
- 84985624827
- Angew. Chem. Int. Ed. Engl. 1980, 19, 731-732.
- (1980) Angew. Chem. Int. Ed. Engl. , vol.19 , pp. 731-732

28
- 0037661399
- H.-Y. Chiu, D.-L. M. Tzou, L. N. Patkar, C.-C. Lin, J. Org. Chem. 2003, 68, 5788-5791.
- (2003) J. Org. Chem. , vol.68 , pp. 5788-5791
- Chiu, H.-Y.¹ Tzou, D.-L.M.² Patkar, L.N.³ Lin, C.-C.⁴

29
- 79952045119
- note
- For the experimental procedures for the synthesis of compounds 24, 26, and 27 see the Supporting Information.

30
- 79952045596
- note
- For details, please see the Supporting Information.

31
- 0026496301
- a) A. Hasegawa, T. Nagahama, M. Kiso, Carbohydr. Res. 1992, 235, C13-C17;
- (1992) Carbohydr. Res. , vol.235
- Hasegawa, A.¹ Nagahama, T.² Kiso, M.³

32
- 21144476404
- b) A. Hasegawa, H. Ishida, T. Nagahama, M. Kiso, J. Carbohydr. Chem. 1993, 12, 703-718.
- (1993) J. Carbohydr. Chem. , vol.12 , pp. 703-718
- Hasegawa, A.¹ Ishida, H.² Nagahama, T.³ Kiso, M.⁴

33
- 0001822722
- A. Hasegawa, T. Nagahama, H. Ohki, M. Kiso, J. Carbohydr. Chem. 1992, 11, 699-714.
- (1992) J. Carbohydr. Chem. , vol.11 , pp. 699-714
- Hasegawa, A.¹ Nagahama, T.² Ohki, H.³ Kiso, M.⁴

34
- 78651255393
- S. Nakashima, H. Ando, A. Imamura, N. Yuki, H. Ishida, M. Kiso, Chem. Eur. J. 2011, 17, 588-597.
- (2011) Chem. Eur. J. , vol.17 , pp. 588-597
- Nakashima, S.¹ Ando, H.² Imamura, A.³ Yuki, N.⁴ Ishida, H.⁵ Kiso, M.⁶

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.