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D-α-Aminocyclohexylacetic acid ((R)-2-Cyclohexyl-2-aminoethanoic acid; D-Cyclohexylglycine; D-α-Aminocyclohexaneacetic acid)

Cat No.:V68161 Purity: ≥98%
D-α-Aminocyclohexylacetic acid is a glycine analogue.
D-α-Aminocyclohexylacetic acid ((R)-2-Cyclohexyl-2-aminoethanoic acid; D-Cyclohexylglycine; D-α-Aminocyclohexaneacetic acid)
D-α-Aminocyclohexylacetic acid ((R)-2-Cyclohexyl-2-aminoethanoic acid; D-Cyclohexylglycine; D-α-Aminocyclohexaneacetic acid) Chemical Structure CAS No.: 14328-52-0
Product category: Amino Acid Derivatives
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
D-α-Aminocyclohexylacetic acid is a glycine analogue.
D-α-Aminocyclohexylacetic acid (CAS 14328-52-0), also known as D-Cyclohexylglycine or (R)-2-amino-2-cyclohexylacetic acid, is a non-proteinogenic amino acid derivative featuring a cyclohexyl side chain. With a molecular formula of C₈H₁₅NO₂ and a molecular weight of 157.21 g/mol, it appears as a solid. This compound is a glycine derivative. D-α-Aminocyclohexylacetic acid is a useful organic compound for life science related research. The cyclohexyl group introduces significant steric bulk and conformational rigidity compared to natural amino acids. Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. The compound is typically stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years.
Biological Activity I Assay Protocols (From Reference)
Targets
As a synthetic intermediate, D-α-Aminocyclohexylacetic acid has no specific biological target. Its role is to provide cyclohexylglycine residues in peptide chains. The cyclohexyl side chain introduces unique steric and conformational properties that can significantly alter peptide structure and biological activity. The compound does not interact with enzymes or receptors in pharmacological assays.
ln Vitro
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
The in vitro activity of D-α-Aminocyclohexylacetic acid is measured by coupling efficiency in peptide synthesis. Typically, it reacts with resin-bound or free amines using standard coupling reagents. Coupling yields are typically high with this building block. No inherent biological activity is observed.
ln Vivo
In vivo activity is not applicable.
Enzyme Assay
The in vitro enzyme/receptor binding (non-cellular) experimental workflow involves standard peptide synthesis procedures. A typical workflow: dissolve D-α-Aminocyclohexylacetic acid in appropriate solvent, activate the carboxylic acid (if needed), and couple with other amino acid derivatives using standard coupling reagents. Characterize by NMR and MS.
Cell Assay
In vitro cell-based experimental workflows are not performed on this compound.
Animal Protocol
In vivo animal experiments are not applicable.
ADME/Pharmacokinetics
The pharmacokinetic properties have not been characterized.
Toxicity/Toxicokinetics
The toxicological data are limited. Standard laboratory safety practices should be followed.
References
[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.
Additional Infomation
D-α-Aminocyclohexylacetic acid is a glycine derivative featuring a cyclohexyl side chain. The compound is for research use only. It is not a drug and has no clinical trials or approvals.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H15NO2
Molecular Weight
157.21
Exact Mass
157.11
CAS #
14328-52-0
PubChem CID
736849
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
292.8±23.0 °C at 760 mmHg
Melting Point
256ºC
Flash Point
130.9±22.6 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.510
LogP
1.38
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
11
Complexity
141
Defined Atom Stereocenter Count
1
SMILES
C1CCC(CC1)[C@H](C(=O)O)N
InChi Key
WAMWSIDTKSNDCU-SSDOTTSWSA-N
InChi Code
InChI=1S/C8H15NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h6-7H,1-5,9H2,(H,10,11)/t7-/m1/s1
Chemical Name
(2R)-2-amino-2-cyclohexylacetic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O: 8.33 mg/mL (52.99 mM)
H2O: 3.33 mg/mL (21.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 1 mg/mL (6.36 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.3609 mL 31.8046 mL 63.6092 mL
5 mM 1.2722 mL 6.3609 mL 12.7218 mL
10 mM 0.6361 mL 3.1805 mL 6.3609 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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