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D2141

Sigma-Aldrich

6-重氮-5-氧代-L-正亮氨酸

>95% (TLC), suitable for ligand binding assays

同義詞:

DON, (S)-2-氨基-6-重氮-5-氧代己酸

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About This Item

經驗公式(希爾表示法):
C6H9N3O3
CAS號碼:
分子量::
171.15
Beilstein:
1725815
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.26

產品名稱

6-重氮-5-氧代-L-正亮氨酸, crystalline

化驗

>95% (TLC)

品質等級

形狀

crystalline

技術

ligand binding assay: suitable

顏色

light yellow

mp

145 °C

抗生素活性譜

neoplastics

作用方式

enzyme | inhibits

儲存溫度

−20°C

SMILES 字串

N[C@@H](CCC(=O)C=[N+]=[N-])C(O)=O

InChI

1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1

InChI 密鑰

YCWQAMGASJSUIP-YFKPBYRVSA-N

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一般說明

化学结构:氨基酸衍生物

應用

6-重氮-5-氧代-L-正亮氨酸(DON)已用作谷氨酰胺合成酶 - 谷氨酰胺(酰胺)-2-氧代戊二酸氨基转移酶的抑制剂。

生化/生理作用

6-重氮-5-氧代-L-正亮氨酸(DON),谷氨酰胺类似物,用作抑制剂,研究胞苷三磷酸合成酶1(s)(CTPS1)和各种谷氨酰胺酶的功能、特异性和特征。DON 用于抑制细胞之间的谷氨酰胺(GLN)通量。
DON 与许多需要 L-谷氨酰胺作为氮源的反应有关,例如核酸和蛋白质合成。它已知具有抗绒毛膜癌的抗癌活性。
DON 用于研究谷氨酰胺利用酶的机制,例如氨基甲酰磷酸合成酶和胞苷三磷酸合成酶。

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

儲存類別代碼

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

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


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Brandon T Pfannenstiel et al.
Biotechnology advances, 37(6), 107345-107345 (2019-02-10)
Fungi produce an abundance of bioactive secondary metabolites which can be utilized as antibiotics and pharmaceutical drugs. The genes encoding secondary metabolites are contiguously arranged in biosynthetic gene clusters (BGCs), which supports co-regulation of all genes required for any one
P Freund et al.
Leukemia, 31(10), 2132-2142 (2017-01-12)
The signal transducer and activator of transcription 5 (STAT5) regulates differentiation, survival, proliferation and transformation of hematopoietic cells. Upon cytokine stimulation, STAT5 tyrosine phosphorylation (pYSTAT5) is transient, while in diverse neoplastic cells persistent overexpression and enhanced pYSTAT5 are frequently found.
A novel nitrate/nitrite permease in the marine Cyanobacterium synechococcus sp. strain PCC 7002.
Sakamoto T
Journal of Bacteriology, 181(23), 7363-7372 (1999)
The rediscovery of DON (6-diazo-5-oxo-L-norleucine).
Kisner DL
Recent Results in Cancer Research. Fortschritte der Krebsforschung. Progres Dans Les Recherches Sur le Cancer, 74, 258-263 (1980)
María M E Belizán et al.
International journal of food microbiology, 305, 108242-108242 (2019-06-10)
Fusarium meridionale and F. boothii cause Gibberella Ear Rot (GER) in maize. This study determined the effects of temperature (5-35 °C) and water activity (0.90-0.995 aw) on the growth, and deoxynivalenol (DON) and nivalenol (NIV) production of F. meridionale and F.

文章

Sigma-Aldrich presents an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

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