A7902

2-Amino-2-norbornanecarboxylic acid

suitable for ligand binding assays

• Synonym(s): BCH, 2-Aminobicyclo[2.2.1]heptane-2-carboxylic acid
• Empirical Formula (Hill Notation): C₈H₁₃NO₂
• CAS Number: 20448-79-7
• Molecular Weight: 155.19
• UNSPSC Code: 12352106
• PubChem Substance ID: 24891291
• NACRES: NA.26
• MDL number: MFCD00167580

Properties

• Product Name: 2-Amino-2-norbornanecarboxylic acid, amino acid transport inhibitor
• Quality Segment: 100
• form: powder
• technique(s): ligand binding assay: suitable
• color: white to off-white
• mp: >300 °C (lit.)
• SMILES string: 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

Description

General description

2-Amino-2-norbornanecarboxylic acid is a potential large amino acid transporters inhibitor. It may suppress tumor progression and apoptosis.

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.

Analysis Note

Mixture of exo- and endo-isomers.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable