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SML0601

Sigma-Aldrich

BPTES

≥95% (HPLC), powder, glutaminase GLS1 (KGA) inhibitor

同義詞:

双-2-(5-苯基乙酰胺基-1,3,4-噻二唑-2-基)乙基硫醚

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About This Item

經驗公式（希爾表示法）:
C24H24N6O2S3
CAS號碼:
314045-39-1
分子量：:
524.68
MDL號碼:
MFCD01079848
分類程式碼代碼:
12352200
PubChem物質ID:
329825569
NACRES:
NA.77

product name

BPTES, ≥95% (HPLC)

品質等級

100

化驗

≥95% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 10 mg/mL, clear

儲存溫度

2-8°C

SMILES 字串

O=C(CC1=CC=CC=C1)NC2=NN=C(S2)CCSCCC3=NN=C(NC(CC4=CC=CC=C4)=O)S3

InChI

1S/C24H24N6O2S3/c31-19(15-17-7-3-1-4-8-17)25-23-29-27-21(34-23)11-13-33-14-12-22-28-30-24(35-22)26-20(32)16-18-9-5-2-6-10-18/h1-10H,11-16H2,(H,25,29,31)(H,26,30,32)

InChI 密鑰

MDJIPXYRSZHCFS-UHFFFAOYSA-N

應用

双-2-(5-苯基乙酰胺基-1,3,4-噻二唑-2-基)乙基硫醚（BPTES）已被用作谷氨酰胺酶抑制剂。

生化／生理作用

BPTES是谷氨酰胺酶GLS1（KGA）的选择性抑制剂，GLS1存在于肾和脑中，由myc正向调节，在许多肿瘤和肿瘤细胞系中高度表达。谷氨酰胺酶可将谷氨酰胺转化为谷氨酸，谷氨酸是脑中重要的兴奋性神经递质，可进一步氧化成α-酮戊二酸（供给三羧酸（TCA）循环）和谷胱甘肽，谷胱甘肽对控制活性氧（ROS）水平很重要，对癌细胞生长尤为重要。BPTES可减缓胶质瘤细胞的生长。BPTES是一种非竞争性抑制剂，Ki为3 μmM。
牛痘病毒（VACV）需要谷氨酰胺代谢才能实现最佳复制。双-2-(5-苯基乙酰胺基-1,3,4-噻二唑-2-基)乙基硫醚（BPTES）抑制谷氨酰胺分解可能有望治疗痘病毒感染。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

分析證明 (COA)

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Transforming Growth Factor beta (TGF-β) induces tumor cell migration and invasion. However, its role in inducing metabolic reprogramming is poorly understood. Here we analyzed the metabolic profile of hepatocellular carcinoma (HCC) cells that show differences in TGF-β expression. Oxygen consumption
Brian E Hsu et al.
Cell reports, 27(13), 3902-3915 (2019-06-27)
Neutrophils are phenotypically heterogeneous and exert either anti- or pro-metastatic functions. We show that cancer-cell-derived G-CSF is necessary, but not sufficient, to mobilize immature low-density neutrophils (iLDNs) that promote liver metastasis. In contrast, mature high-density neutrophils inhibit the formation of
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PLoS pathogens, 13(9), e1006632-e1006632 (2017-09-19)
Monocytes are innate immune cells that play a pivotal role in antifungal immunity, but little is known regarding the cellular metabolic events that regulate their function during infection. Using complementary transcriptomic and immunological studies in human primary monocytes, we show
T Q Tran et al.
Oncogene, 36(14), 1991-2001 (2016-10-11)
Cancer cells depend on glutamine to sustain their increased proliferation and manage oxidative stress, yet glutamine is often depleted at tumor sites owing to excessive cellular consumption and poor vascularization. We have previously reported that p53 protein, although a well-known
Hayden Weng Siong Tan et al.
Nature communications, 8(1), 338-338 (2017-08-25)
Activation of autophagy and elevation of glutamine synthesis represent key adaptations to maintain amino acid balance during starvation. In this study, we investigate the role of autophagy and glutamine on the regulation of mTORC1, a critical kinase that regulates cell
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文章

Glutamate/GABA Synthesis and Metabolism

Glutamine is a common precursor for the biosynthesis of both glutamate and GABA. Glutamine can be transported in and out of neurons and astrocytes utilizing different glutamine carriers. The neurotransmitter glutamate can be synthesized from glutamine by the action of phosphate-activated glutaminase.

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