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Boc-Ser(Tos)-OMe

Alias: Boc-Ser(Tos)-OMe
Cat No.:V37292 Purity: ≥98%
Boc-Ser(Tos)-OMe is a serine analogue.
Boc-Ser(Tos)-OMe
Boc-Ser(Tos)-OMe Chemical Structure CAS No.: 56926-94-4
Product category: Amino Acids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
Official Supplier of:
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Product Description
Boc-Ser(Tos)-OMe is a serine analogue.
Boc-Ser(Tos)-OMe, also known as methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-{[(4-methylphenyl)sulfonyl]oxy}propanoate, is a fully protected L-serine derivative. It has a Boc group on the α-amino group, a methyl ester at the C-terminus, and a tosyl (Tos) group on the side-chain hydroxyl. It has a molecular weight of 373.42 g/mol and formula C16H23NO7S.
Biological Activity I Assay Protocols (From Reference)
Targets
Boc-Ser(Tos)-OMe is classified as a protected amino acid and does not have a specific biological receptor target. Its primary application is as a building block for introducing serine residues with orthogonal side-chain protection during peptide synthesis. The tosyl group activates the hydroxyl for nucleophilic substitution reactions.
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 activity for Boc-Ser(Tos)-OMe is primarily as a peptide synthesis reagent. Amino acid derivatives have been commercially studied as ergogenic supplements, influencing the secretion of anabolic hormones, fuel availability, mental performance, and prevention of exercise-induced muscle damage. Boc-Ser(Tos)-OMe itself is not directly biologically active; its utility is in preparing serine-containing compounds for subsequent evaluation.
ln Vivo
In vivo activity data for Boc-Ser(Tos)-OMe as a standalone compound is not applicable. It is a protected amino acid derivative used in research and is not intended for direct in vivo administration. Compounds synthesized using this building block may be evaluated in animal models for various biological activities. The protecting groups are typically removed before biological testing.
Enzyme Assay
In vitro synthetic protocols for Boc-Ser(Tos)-OMe involve its use as a protected serine derivative for chemical synthesis. The tosyl group can be displaced by nucleophiles to introduce various functionalities. Boc deprotection is achieved with TFA. The methyl ester can be hydrolyzed under basic conditions. Purity is typically high.
Cell Assay
Cell-based protocols are not directly applicable to Boc-Ser(Tos)-OMe as it is a protected amino acid derivative. Compounds synthesized using this reagent can be tested in cell culture after deprotection. Compounds are dissolved in DMSO or appropriate buffers and added to cells at concentrations of 0.1-100 µM for 24-72 hours.
Animal Protocol
Animal studies with Boc-Ser(Tos)-OMe are not conducted directly. Compounds synthesized using this building block may be evaluated in vivo. Protocols involve administration of the compound via appropriate routes in animal models. Pharmacokinetic sampling, efficacy assessment, and toxicological evaluation follow standard preclinical study designs.
ADME/Pharmacokinetics
Pharmacokinetic data for Boc-Ser(Tos)-OMe as a standalone compound is not applicable. The compound has a molecular weight of 373.42 g/mol, formula C16H23NO7S, and melting point of 74-75°C. Solubility is good in chloroform, dichloromethane, ethyl acetate, DMSO, and acetone. Storage is recommended at 2-8°C.
Toxicity/Toxicokinetics
Limited toxicological data is available for Boc-Ser(Tos)-OMe. The compound is for research use only and is not intended for human therapeutic use. Standard safety precautions for handling protected amino acids should be observed. No specific toxicity studies have been reported.
References

[1]. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

Additional Infomation
Boc-Ser(Tos)-OMe (CAS#: 56926-94-4) is also known as methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-{[(4-methylphenyl)sulfonyl]oxy}propanoate and N-[(1,1-dimethylethoxy)carbonyl]-O-[(4-methylphenyl)sulfonyl]-serine methyl ester. It is a serine analogue. It has no approved therapeutic indications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H23NO7S
Molecular Weight
373.4213
Exact Mass
373.12
CAS #
56926-94-4
PubChem CID
7009424
Appearance
White to off-white powder
Melting Point
74-75℃
LogP
3.238
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
9
Heavy Atom Count
25
Complexity
554
Defined Atom Stereocenter Count
1
SMILES
S(C1C([H])=C([H])C(C([H])([H])[H])=C([H])C=1[H])(=O)(=O)OC([H])([H])[C@@]([H])(C(=O)OC([H])([H])[H])N([H])C(=O)OC(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]
InChi Key
VVBLIPVUGGNLGW-ZDUSSCGKSA-N
InChi Code
InChI=1S/C16H23NO7S/c1-11-6-8-12(9-7-11)25(20,21)23-10-13(14(18)22-5)17-15(19)24-16(2,3)4/h6-9,13H,10H2,1-5H3,(H,17,19)/t13-/m0/s1
Chemical Name
methyl (2S)-3-(4-methylphenyl)sulfonyloxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
Synonyms
Boc-Ser(Tos)-OMe
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)
DMSO : ~100 mg/mL (~267.79 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.69 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 (6.69 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.69 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.6779 mL 13.3897 mL 26.7795 mL
5 mM 0.5356 mL 2.6779 mL 5.3559 mL
10 mM 0.2678 mL 1.3390 mL 2.6779 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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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)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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