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C9705

Sigma-Aldrich

刀豆素A

≥70% (HPLC), crystals, vacuolar-type v-ATPase inhibitor

同義詞:

福霉素

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About This Item

經驗公式(希爾表示法):
C46H75NO14
CAS號碼:
分子量::
866.09
Beilstein:
3560277
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

product name

刀豆素A, ≥70% (HPLC)

品質等級

化驗

≥70% (HPLC)

形狀

solid film

抗生素活性譜

viruses

作用方式

enzyme | inhibits

儲存溫度

−20°C

SMILES 字串

CCC1C(O)C(C)C\C(C)=C\C=C\C(OC)C(OC(=O)\C(OC)=C\C(C)=C\C(C)C1O)C(C)C(O)C(C)[C@]2(O)C[C@@H](O[C@H]3C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O3)[C@H](C)C(O2)\C=C\C

InChI

1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17+,25-20+,36-21-/t26?,27?,28-,29?,30?,31-,32?,33-,34?,35?,37-,38+,39?,40?,41?,42?,43-,46+/m1/s1

InChI 密鑰

DJZCTUVALDDONK-LWLXYWDNSA-N

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一般說明

刀豆素A属于plecomacrolide家族一员,由18元四烯大环内酯环构成。
化学结构:大环内酯

應用

刀豆素A已用于:
  • 作为新老成纤维细胞的溶酶体抑制剂
  • 作为突触前囊泡的液泡型H+-ATP酶抑制剂
  • 作为HepG2肝细胞的溶酶体酸化抑制剂

生化/生理作用

刀豆素A(ConA)抑制细胞器的酸化和穿孔素介导的细胞毒性。它是一种液泡型v-ATP酶抑制剂。刀豆素A具有抗原虫和抗肿瘤活性。它可介导对人类免疫缺陷病毒(HIV)负调控因子(Nef)的抑制。

象形圖

Skull and crossbones

訊號詞

Danger

危險分類

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


分析證明 (COA)

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Christiane Ott et al.
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Stephen F Haydock et al.
Microbiology (Reading, England), 151(Pt 10), 3161-3169 (2005-10-07)
The macrolide antibiotic concanamycin A has been identified as an exceptionally potent inhibitor of the vacuolar (V-type) ATPase. Such compounds have been mooted as the basis of a potential drug treatment for osteoporosis, since the V-ATPase is involved in the
Hideaki Toda et al.
Developmental and comparative immunology, 35(1), 88-93 (2010-09-04)
T cell-mediated cytotoxicity occurs via pathways based on perforin or Fas mechanisms. Perforin is a protein present in the cytoplasmic granules of CD8(+) cytotoxic T lymphocytes and is secreted to form pores on target cell membranes. In fish, although the
Mark M Painter et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(38), 23835-23846 (2020-09-10)
Nef is an HIV-encoded accessory protein that enhances pathogenicity by down-regulating major histocompatibility class I (MHC-I) expression to evade killing by cytotoxic T lymphocytes (CTLs). A potent Nef inhibitor that restores MHC-I is needed to promote immune-mediated clearance of HIV-infected
Jörn Dengjel et al.
Molecular & cellular proteomics : MCP, 11(3), M111-M111 (2012-02-09)
Autophagy is one of the major intracellular catabolic pathways, but little is known about the composition of autophagosomes. To study the associated proteins, we isolated autophagosomes from human breast cancer cells using two different biochemical methods and three stimulus types:

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