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Z-Sar-OH

Cat No.:V68063 Purity: ≥98%
Z-Sar-OH is a glycine analogue.
Z-Sar-OH
Z-Sar-OH Chemical Structure CAS No.: 39608-31-6
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
Z-Sar-OH is a glycine analogue.
Z-Sar-OH, also known as Z-sarcosine or N-Cbz-methylglycine, is a glycine derivative. It features a carbobenzoxy (Z) protecting group attached to the nitrogen of sarcosine (N-methylglycine). This compound has the molecular formula C11H13NO4 and a molecular weight of 223.23 g/mol. Z-Sar-OH is primarily recognized for its role as a building block in the synthesis of peptide-based drugs. Its structural characteristics make it an attractive candidate for modifying peptide sequences to enhance biological activity. It is classified as an amino acid derivative and is used for research purposes only.
Biological Activity I Assay Protocols (From Reference)
Targets
Z-Sar-OH does not have a defined primary drug target. Its role is as a synthetic intermediate in peptide synthesis. The final peptide products incorporating sarcosine residues may target various enzymes, receptors, or proteins. Sarcosine is a naturally occurring amino acid derivative that can act as a glycine transporter inhibitor. However, Z-Sar-OH itself is a protected form and is not known to directly bind to or modulate any specific biological target. Its utility lies in its ability to introduce N-methylated glycine residues into peptides.
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 data for Z-Sar-OH is primarily related to its role as a chemical precursor. It does not exhibit intrinsic pharmacological activity in cell-free or cell-based assays. The compound is used in vitro to synthesize peptides that are then evaluated for biological activity. Notably, Z-sarcosine has been shown to have potent cytotoxicity against colon cancer cells and other cancer cell lines. However, this activity is attributed to the peptide or compound containing the sarcosine moiety, not the Z-Sar-OH building block itself. Amino acid derivatives are also used as ergogenic supplements.
ln Vivo
There is no reported in vivo activity for Z-Sar-OH as it is not a drug substance. The compound is used exclusively in research settings for the chemical synthesis of peptides. Any in vivo effects would be attributed to the final peptide products synthesized using this building block, rather than the building block itself. As a protected amino acid, it is not administered to animals for pharmacological evaluation. Its role is confined to the laboratory.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable to Z-Sar-OH as it is not a biologically active compound. However, a general protocol for assessing the binding affinity of peptides synthesized from this building block could involve radioligand binding assays. In such an assay, increasing concentrations of the test peptide are incubated with a membrane preparation containing the target receptor and a fixed concentration of a radiolabeled ligand. After incubation, the mixture is filtered to separate bound from free ligand, and the radioactivity is measured.
Cell Assay
Z-Sar-OH is not used in cell-based assays as a test compound. The compound serves as a reagent for peptide synthesis. A typical cell-based assay would involve the final peptide product. For example, a cell viability assay could be performed using cultured cancer cells to evaluate the anti-proliferative effects of a peptide synthesized from this building block, given that Z-sarcosine-containing compounds have shown cytotoxicity against cancer cells. Cells are seeded in 96-well plates and treated with various concentrations of the peptide for 24-72 hours. Cell viability is then assessed using MTT or CCK-8.
Animal Protocol
In vivo animal experiments are not performed with Z-Sar-OH itself. The compound is a research chemical used exclusively for peptide synthesis. If a peptide drug candidate synthesized from this building block were to be evaluated in vivo, a typical protocol might involve administering the peptide to mice via a suitable route. For example, in a xenograft tumor model, mice bearing subcutaneous tumors would be treated with the peptide daily, and tumor volume and body weight would be monitored.
ADME/Pharmacokinetics
Pharmacokinetic properties of Z-Sar-OH have not been characterized as it is not a drug candidate. The compound is intended for research use only. As a synthetic intermediate, its absorption, distribution, metabolism, and excretion (ADME) profile is not relevant to its intended use. The compound is typically stored at room temperature. Any pharmacokinetic studies would be performed on the final peptide products synthesized using this building block.
Toxicity/Toxicokinetics
The toxicity profile of Z-Sar-OH has not been extensively studied, as it is a research chemical and not a pharmaceutical drug. The compound is classified for research use only and is not intended for human or veterinary use. Standard laboratory safety precautions should be followed when handling this compound. General toxicity data for amino acid derivatives suggest low acute toxicity, but specific toxicological information for this compound is not available.
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
Z-Sar-OH is a protected sarcosine derivative used as a building block in peptide synthesis. It is not a drug and has no approved therapeutic indications or clinical trial history. The compound is commercially available from various chemical suppliers for research purposes only. Its primary application is in the field of medicinal chemistry for the preparation of N-methylated peptides. The Z protecting group allows for selective deprotection, facilitating the synthesis of modified peptide sequences.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H13NO4
Molecular Weight
223.23
Exact Mass
223.084
CAS #
39608-31-6
PubChem CID
97053
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
385.6±31.0 °C at 760 mmHg
Melting Point
58-59ºC
Flash Point
187.0±24.8 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.554
LogP
1.86
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
16
Complexity
248
Defined Atom Stereocenter Count
0
SMILES
CN(CC(=O)O)C(=O)OCC1=CC=CC=C1
InChi Key
CBWFTZNMONHKNZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H13NO4/c1-12(7-10(13)14)11(15)16-8-9-5-3-2-4-6-9/h2-6H,7-8H2,1H3,(H,13,14)
Chemical Name
2-[methyl(phenylmethoxycarbonyl)amino]acetic 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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.4797 mL 22.3984 mL 44.7968 mL
5 mM 0.8959 mL 4.4797 mL 8.9594 mL
10 mM 0.4480 mL 2.2398 mL 4.4797 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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