BCH

Modify Date: 2024-01-08 15:22:26

BCH Structure
BCH structure
Common Name BCH
CAS Number 20448-79-7 Molecular Weight 155.19400
Density 1.256g/cm3 Boiling Point 295.5ºC at 760 mmHg
Molecular Formula C8H13NO2 Melting Point >300 °C(lit.)
MSDS USA Flash Point 132.5ºC

 Use of BCH


LAT1-IN-1 (BCH) is a selective and competitive inhibitor of large neutral amino acid transporter 1 (LAT1) significantly inhibit cellular uptake of amino acids and mTOR phosphorylation, which induces the suppression of cancer growth and apoptosis[1][2][3].

 Names

Name 3-aminobicyclo[2.2.1]heptane-3-carboxylic acid
Synonym More Synonyms

 BCH Biological Activity

Description LAT1-IN-1 (BCH) is a selective and competitive inhibitor of large neutral amino acid transporter 1 (LAT1) significantly inhibit cellular uptake of amino acids and mTOR phosphorylation, which induces the suppression of cancer growth and apoptosis[1][2][3].
Related Catalog
Target

LAT1[1]

In Vitro LAT1-IN-1 (1-100 mM; 3 days; KYSE30 and KYSE150 esophageal cancer cells) treatment suppresses cell proliferation in a dose-dependent manner[1]. LAT1-IN-1 (30 mM; 24 and 48 hours; KYSE30 and KYSE150 cells) treatment significantly increases cell population in the G0/G1 phase in both KYSE30 and KYSE150 cells, indicating that LAT1-IN-1 induces cell cycle arrest at G1 phase[1]. LAT1-IN-1 (30 mM; 0-24 hours; KYSE30 and KYSE150 cells) treatment decreases phosphorylation of 4E-BP1 and p70S6K at 30 minutes and the decrease is continued for 24 hours. The amount of mTOR, 4E-BP1, and p70S6K proteins is slightly decreased[1]. Cell Proliferation Assay[1] Cell Line: KYSE30 and KYSE150 esophageal cancer cells Concentration: 1 mM, 3 mM, 5 mM, 10 mM, 20 mM, 30 mM, 40 mM, 50 mM, or 100 mM Incubation Time: 3 days Result: Cell proliferation was suppressed in a dose-dependent manner. Cell Cycle Analysis[1] Cell Line: KYSE30 and KYSE150 cells Concentration: 30 mM Incubation Time: 24 and 48 hours Result: Cell cycle arrest. Western Blot Analysis[1] Cell Line: KYSE30 and KYSE150 cells Concentration: 30 mM Incubation Time: 0 hour, 0.5 hour, 1 hour, 3 hours, 6 hours, 24 hours Result: Phosphorylation of 4E-BP1 and p70S6K was decreased. The amount of mTOR, 4E-BP1, and p70S6K proteins was slightly decreased.
In Vivo LAT1-IN-1 (200 mg/kg; intravenous injection; daily; for 14 days; male BALB/c nude mice) treatment significantly delays tumor growth and decreases glucose metabolism, indicating that LAT1 inhibition potentially suppresses esophageal cancer growth in vivo[1]. Animal Model: Male BALB/c nude mice (5-week-old) with KYSE150 cells[1] Dosage: 200 mg/kg Administration: Intravenous injection; daily; for 14 days Result: Significantly delayed tumor growth and decreased glucose metabolism.
References

[1]. Ohshima Y, et al. Efficacy of system l amino acid transporter 1 inhibition as a therapeutic target in esophageal squamous cell carcinoma. Cancer Sci. 2016 Oct;107(10):1499-1505.

[2]. Singh N, et al. Discovery of Potent Inhibitors for the Large Neutral Amino Acid Transporter 1 (LAT1) by Structure-Based Methods. Int J Mol Sci. 2018 Dec 21;20(1).

[3]. Wang Q, et al. L-type amino acid transport and cancer: targeting the mTORC1 pathway to inhibit neoplasia. Am J Cancer Res. 2015 Mar 15;5(4):1281-94. eCollection 2015.

 Chemical & Physical Properties

Density 1.256g/cm3
Boiling Point 295.5ºC at 760 mmHg
Melting Point >300 °C(lit.)
Molecular Formula C8H13NO2
Molecular Weight 155.19400
Flash Point 132.5ºC
Exact Mass 155.09500
PSA 63.32000
LogP 1.28880
Vapour Pressure 0.000369mmHg at 25°C
Index of Refraction 1.559

 Safety Information

RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2922499990

 Synthetic Route

~%

BCH Structure

BCH

CAS#:20448-79-7

Literature: Tetrahedron Letters, , vol. 21, p. 4101 - 4104

 Precursor & DownStream

Precursor  1

DownStream  0

 Customs

HS Code 2922499990
Summary HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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 Synonyms

2-aminonorbornane-2-carboxylic acid
MFCD00167580
b-BCH
2-AMINO-2-NORBORNANE-CARBOXYLIC ACID
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  • Purity: 98.0%
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