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Merck
CN

D6152

软骨藻酸

≥90% (HPLC)

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关于此项目

经验公式(希尔记法):
C15H21NO6
化学文摘社编号:
分子量:
311.33
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
46376
Assay:
≥90% (HPLC)
Form:
powder
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InChI

1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1

SMILES string

OC([C@H](C)/C=C/C=C([C@@H]1[C@H](CC(O)=O)[C@@H](C(O)=O)NC1)/C)=O

InChI key

VZFRNCSOCOPNDB-AOKDLOFSSA-N

assay

≥90% (HPLC)

form

powder

storage temp.

−20°C

Gene Information

human ... GRIK1(2897)

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General description

软骨藻酸是由各种海洋藻类合成的杂环氨基酸神经毒素,结构与红藻氨酸类似。

Application

软骨藻酸已用于:
  • 作为兴奋性神经毒素研究大脑转录响应
  • 研究其对于海洋贝类紫贻贝的细胞毒性、基因毒性和免疫毒性作用
  • 研究其对小鼠胎儿的神经行为影响

Biochem/physiol Actions

强效谷氨酸受体和红藻氨酸受体激动剂。
软骨藻酸可用作驱虫药。它可结合和激活中枢神经系统的红藻氨酸型谷氨酸受体。
软骨藻酸是兴奋性氨基酸谷氨酸和红藻氨酸受体的强效激动剂,对AMPA/红藻氨酸受体的亲和性是所有红藻氨酸激动剂中最高的。它可引起神经元过度兴奋,导致储能耗竭。

Features and Benefits

该化合物是受体分类及信号转导手册上谷氨酸受体(离子通道家族)页面上的特色化合物。想要浏览手册的其他页面, 请单击此处
这种化合物是神经科学研究的特色产品。点击此处发现更多特色神经科学产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

pictograms

Health hazardExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 1

target_organs

Central nervous system

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Seafood Neurotoxins I: Shellfish Poisoning and the Nervous System
Clinical Neurotoxicology, 441-447 (2009)
Emmanuel Van Acker et al.
Marine drugs, 18(1) (2020-01-16)
Respiratory exposure to marine phycotoxins is of increasing concern. Inhalation of sea spray aerosols (SSAs), during harmful Kareniabrevis and Ostreopsisovata blooms induces respiratory distress among others. The biogenics hypothesis, however, suggests that regular airborne exposure to natural products is health
E Selander et al.
Science advances, 5(2), eaat5096-eaat5096 (2019-02-26)
Fear of predation may influence food webs more than actual predation. However, the mechanisms and magnitude of nonconsumptive predator effects are largely unknown in unicellular-dominated food webs such as marine plankton. We report a general mechanism of chemically induced predator
Yu He et al.
Journal of agricultural and food chemistry, 58(22), 11525-11533 (2010-10-23)
Domoic acid (DA), a neurotoxic amino acid produced by some strains of phytoplankton, is responsible for the human toxic syndrome amnesic shellfish poisoning. This exocitotoxin results in neuronal degeneration and necrosis in specific regions of the hippocampus. Because DA accumulates
M Andjelkovic et al.
Environment international, 49, 115-119 (2012-09-27)
A main known culprit causing amnesic shellfish poisoning in humans is domoic acid (DA). The toxin appearance in sea waters (by counting the toxin producing algae) and consequently in shellfish is closely monitored to prevent acute intoxications with gastrointestinal symptoms

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