![N-(Tert-Butoxycarbonyl)-L-neopentylglycine (L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-4-methyl- (9CI); (S)-2-(tert-Butoxycarbonylamino)-4 ,4-dimethylpentanoic acid)](/upload/1124/V67876.png)
| Size | Price | Stock | Qty |
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| 500mg |
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| 1g |
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| Other Sizes |
| Targets |
As an amino acid derivative, N-(Tert-Butoxycarbonyl)-L-neopentylglycine does not have a defined primary drug target in the context of therapeutic development. However, as a neopentylglycine analogue, it may be used in research to study peptide conformation, protein-protein interactions, and enzyme-substrate recognition. The neopentyl group introduces significant steric bulk and hydrophobic character that can induce conformational constraints in peptide sequences, affecting their biological activity and receptor binding affinity. The Boc protecting group allows for selective deprotection under acidic conditions, which is a key feature in Boc-based SPPS. The compound can serve as a building block for synthesizing peptides with modified pharmacological properties.
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| 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].
In vitro studies on amino acid derivatives, including this neopentylglycine analogue, have demonstrated their capacity to influence the release of anabolic hormones, modulate fuel availability for cellular activity, enhance mental performance under stress-related conditions, and prevent exercise-induced muscle damage. As a neopentylglycine derivative, this compound may be used in cell-based assays to investigate amino acid transport mechanisms, peptide stability, and the effects of steric hindrance on peptide biological activity. The compound can also be utilized in studies examining the role of conformational constraints in peptide-receptor interactions and enzyme recognition. |
| ln Vivo |
In vivo studies on amino acid derivatives have shown that 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. As a protected neopentylglycine derivative, this compound may be administered in animal studies to evaluate the effects of sterically hindered amino acids on biological systems. However, specific in vivo pharmacological data for this exact compound remains limited, as it is primarily supplied as a research chemical for peptide synthesis rather than as a therapeutic agent. The bulky neopentyl group may affect the compound's absorption and distribution. The Boc group would likely be cleaved in vivo to release neopentylglycine.
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| Enzyme Assay |
Non-cell-based enzyme or receptor binding assays for this compound typically involve studies with purified enzymes or receptors to evaluate the effects of neopentyl substitution on binding affinity and enzymatic activity. For peptide synthesis applications, the compound is evaluated in coupling reactions using standard peptide synthesis chemistry to assess reactivity and coupling efficiency. The Boc protecting group allows for selective deprotection under acidic conditions (e.g., TFA). The sterically hindered nature of the compound may affect coupling reaction kinetics.
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| Cell Assay |
Cell-based assays for this neopentylglycine derivative typically utilize mammalian cell lines to evaluate compound uptake, cytotoxicity, and effects on cellular signaling. Standard protocols involve culturing cells in appropriate media at 37°C in 5% CO₂, followed by treatment with varying concentrations of the compound (typically 0.1-100 μM) for 24-72 hours. Cell viability is assessed using MTT or CCK-8 assays. For peptide synthesis applications, the compound is used as a building block in Boc-based SPPS protocols for introducing neopentylglycine residues into peptide sequences. The Boc group is removed with TFA after coupling to allow for chain elongation.
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| Animal Protocol |
In vivo animal studies for amino acid derivatives typically involve administration via oral gavage, intraperitoneal injection, or intravenous injection in rodent models (mice or rats). Standard protocols include dosing at ranges of 10-100 mg/kg body weight, with observations over 1-14 days depending on the study objectives. For studies evaluating the effects of neopentylglycine-containing peptides, animals may be administered peptide formulations and monitored for therapeutic efficacy or pharmacokinetics. Pharmacodynamic assessments may include blood sampling for peptide analysis, tissue collection for histopathological examination, and monitoring of body weight and general health parameters. All animal studies must comply with institutional ethical guidelines.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties for this Boc-protected neopentylglycine derivative can be inferred from structurally related compounds. As a small molecule (molecular weight 245.32 g/mol) with moderate lipophilicity, it is expected to have reasonable oral bioavailability. The Boc protecting group is likely to be cleaved in vivo to release the active neopentylglycine. The compound shows moderate solubility in organic solvents such as DMSO and can be formulated for in vitro studies. For in vivo administration, formulations using suitable co-solvent systems may be employed. The compound should be stored at room temperature. Definitive PK parameters such as half-life, Cmax, and AUC require formal studies.
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| Toxicity/Toxicokinetics |
Toxicological data for this specific compound are limited as it is supplied for research use only and not intended for human therapeutic applications. Amino acid derivatives in general are considered to have low inherent toxicity based on their natural amino acid origins. However, as with all research chemicals, appropriate safety precautions should be observed during handling, including the use of personal protective equipment and work in well-ventilated areas. The compound may cause skin and eye irritation upon contact. Acute toxicity studies in animal models would be required to establish LD₅₀ values and no-observed-adverse-effect levels (NOAEL). For in vitro cytotoxicity assessment, the compound can be tested in mammalian cell lines using standard MTT or LDH release assays.
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| References | |
| Additional Infomation |
N-(Tert-Butoxycarbonyl)-L-neopentylglycine is a glycine derivative featuring a Boc protecting group on the amino functionality and a neopentyl side chain. The neopentyl group introduces significant steric bulk and hydrophobic character that can induce conformational constraints in peptide sequences, affecting their biological activity and receptor binding affinity. This compound is used as a building block in Boc-based solid-phase peptide synthesis (SPPS) for introducing neopentylglycine residues into peptide sequences. It is not an approved drug and has not undergone clinical trials; it is strictly for research purposes.
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| Molecular Formula |
C12H23NO4
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| Molecular Weight |
245.32
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| Exact Mass |
245.163
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| CAS # |
79777-82-5
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| PubChem CID |
2755926
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| Appearance |
White to off-white solid powder
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| Density |
1.048g/cm3
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| Boiling Point |
364.4ºC at 760 mmHg
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| Flash Point |
174.2ºC
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| Index of Refraction |
1.463
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| LogP |
2.791
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
17
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| Complexity |
286
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| Defined Atom Stereocenter Count |
1
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| SMILES |
[C@@H](C(=O)O)(CC(C)(C)C)NC(=O)OC(C)(C)C
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| InChi Key |
PUQVQDMFCAGQQB-QMMMGPOBSA-N
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| InChi Code |
InChI=1S/C12H23NO4/c1-11(2,3)7-8(9(14)15)13-10(16)17-12(4,5)6/h8H,7H2,1-6H3,(H,13,16)(H,14,15)/t8-/m0/s1
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| Chemical Name |
(2S)-4,4-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (407.63 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.19 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (10.19 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (10.19 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.0763 mL | 20.3815 mL | 40.7631 mL | |
| 5 mM | 0.8153 mL | 4.0763 mL | 8.1526 mL | |
| 10 mM | 0.4076 mL | 2.0382 mL | 4.0763 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.
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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