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Merck
CN

225525

2-Amino-2-norbornanecarboxylic acid

98%

Synonym(s):

2-Aminobicyclo[2.2.1]heptane-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C8H13NO2
CAS Number:
Molecular Weight:
155.19
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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

SMILES string

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

InChI key

MPUVBVXDFRDIPT-RSHNMJPRSA-N

assay

98%

mp

>300 °C (lit.)

Application

Inhibitor of amino acid transport across cell membranes.

Regulatory Information

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Seung Jin Han et al.
The Journal of endocrinology, 212(3), 307-315 (2011-12-02)
2-Aminobicyclo-(2,2,1)-heptane-2-carboxylic acid (BCH) is an activator of glutamate dehydrogenase (GDH), which is a mitochondrial enzyme with an important role in insulin secretion. We investigated the effect of BCH on the high-glucose (HG)-induced reduction in glucose-stimulated insulin secretion (GSIS), the HG/palmitate
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
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
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
Raquel Martín-Venegas et al.
American journal of physiology. Cell physiology, 296(3), C632-C638 (2009-01-16)
The transport systems involved in intestinal methionine (Met) absorption are described as Na(+)-dependent and Na(+)-independent mechanisms. However, since recent studies have suggested the importance of the H(+) gradient as a driving force for intestinal nutrient absorption, the aim of the

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