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Merck
CN

A7902

Sigma-Aldrich

2-氨基-2-去甲冰片羧酸

suitable for ligand binding assays

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别名:
BCH, 2-氨基双环[2.2.1]庚烷-2-羧酸
经验公式(希尔记法):
C8H13NO2
CAS号:
分子量:
155.19
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.26

质量水平

形式

powder

技术

ligand binding assay: suitable

颜色

white to off-white

mp

>300 °C (lit.)

SMILES字符串

NC1(C[C@@H]2CC[C@H]1C2)C(O)=O

InChI

1S/C8H13NO2/c9-8(7(10)11)4-5-1-2-6(8)3-5/h5-6H,1-4,9H2,(H,10,11)/t5-,6+,8?/m1/s1

InChI key

MPUVBVXDFRDIPT-RSHNMJPRSA-N

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一般描述

2-氨基-2-去甲冰片羧酸是一种强效大氨基酸转运体抑制剂。它可抑制肿瘤进展和细胞凋亡。

应用


  • Thyroid Hormone Transporters in a Human Placental Cell Model.: This study investigates the role of 2-Amino-2-norbornanecarboxylic acid in the transport of thyroid hormones in placental cells, offering insights that could improve understanding of fetal development and maternal health (Chen et al., 2022).

  • Metabolic adaptations to hypoxia in the neonatal mouse forebrain can occur independently of the transporters SLC7A5 and SLC3A2.: Research explores how 2-Amino-2-norbornanecarboxylic acid affects metabolic responses to hypoxia in neonatal brain development, providing a foundation for future studies on brain health and neurodevelopment (Fitzgerald et al., 2021).

  • Hemocompatible LAT1-inhibitor can induce apoptosis in cancer cells without affecting brain amino acid homeostasis.: This article assesses the potential of 2-Amino-2-norbornanecarboxylic acid as a selective inhibitor that could lead to new treatments for cancer while preserving critical brain functions (Markowicz-Piasecka et al., 2020).

  • Regulation of Melanogenesis by the Amino Acid Transporter SLC7A5.: Research demonstrates the utility of 2-Amino-2-norbornanecarboxylic acid in regulating skin pigmentation processes, which could have implications for disorders related to pigmentation (Gaudel et al., 2020).

  • Structure of the human LAT1-4F2hc heteromeric amino acid transporter complex.: This study utilizes 2-Amino-2-norbornanecarboxylic acid to elucidate the structure of a key amino acid transporter, which is crucial for understanding nutrient uptake and its implications in various diseases (Yan et al., 2019).


生化/生理作用

2-氨基-2-去甲硼酸 (BCH) 是一种非 Na (+) 依赖性系统特异性底物,与其他系统特异性底物(如该系统特异性底物、 α-(甲氨基)异丁酸和系统 N 特异性底物 L-谷氨酸 γ-异羟肟酸)共同使用,帮助识别、区分和表征细胞中的氨基酸转运系统。

质量

外异构体和内异构体的混合物。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Hiroyuki Okudaira et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 52(5), 822-829 (2011-05-04)
Trans-1-amino-3-(18)F-fluorocyclobutanecarboxylic acid (anti-(18)F-FACBC) is an amino acid PET tracer that has shown promise for visualizing prostate cancer. Therefore, we aimed to clarify the anti-(18)F-FACBC transport mechanism in prostate cancer cells. We also studied the fate of anti-(18)F-FACBC after it is
Discovery of Potent Inhibitors for the Large Neutral Amino Acid Transporter 1 (LAT1) by Structure-Based Methods
Singh N, et al.
International Journal of Molecular Sciences, 20(1), 27-27 (2019)
Chun Sung Kim et al.
Biological & pharmaceutical bulletin, 31(6), 1096-1100 (2008-06-04)
L-Type amino acid transporter 1 (LAT1) is highly expressed in cancer cells to support their continuous growth and proliferation. We have examined the effect of 2-aminobicyclo-(2,2,1)-heptane-2-carboxylic acid (BCH), an inhibitor of system L amino acid transporters, and the mechanism by
Ashwini L Chand et al.
Human reproduction (Oxford, England), 26(11), 3102-3108 (2011-09-15)
Little is known about metabolic processes in the developing ovarian follicle. Using mouse ovarian follicles, we investigated uptake of L-leucine by follicles at varying stages of maturity in the presence of insulin-like growth factor (IGF)-1. METHODS Mouse ovarian follicles were
Mikko Gynther et al.
Journal of medicinal chemistry, 51(4), 932-936 (2008-01-26)
The blood-brain barrier efficiently controls the entry of drug molecules into the brain. We describe a feasible means to achieve carrier-mediated drug transport into the rat brain via the specific, large neutral amino acid transporter (LAT1) by conjugating a model

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