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2-Amino-2-norbornanecarboxylic acid

SIGMA/A7902 - amino acid transport inhibitor

Synonym: BCH; 2-Aminobicyclo[2.2.1]heptane-2-carboxylic acid

CAS Number: 20448-79-7
Empirical Formula (Hill Notation): C8H13NO2
Molecular Weight: 155.19
MDL Number: MFCD00167580
Linear Formula: C8H13NO2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A7902-100MG 100 mg
$117.00
1/EA
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45-A7902-250MG 250 mg
$219.00
1/EA
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45-A7902-1G 1 g
$662.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A7902-100MG.

 

color white to off-white
form powder
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
mp >300 °C (lit.)
Quality Level 100 
SMILES string NC1(C[C@@H]2CC[C@H]1C2)C(O)=O
technique(s) ligand binding assay: suitable
Application:

  • 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 ).


Biochem/physiol Actions: 2-Amino-2-norbornanecarboxylic acid (BCH) is a Na(+)-independent system L specific substrate used with other system specific substrates such as the system A specific substrate α-(methylamino) isobutyric acid and system N specific substrate L-glutamic acid gamma-monohydroxamate to help identify, differentiate and characterize amino acid transport systems in cells.
General description: 2-Amino-2-norbornanecarboxylic acid is a potential large amino acid transporters inhibitor. It may suppress tumor progression and apoptosis.
Packaging: 1 g in glass bottle
Packaging: 100, 250 mg in glass insert
Quality: Mixture of exo- and endo-isomers.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp >300 °C (lit.)
UNSPSC 12352106

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