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Photobiotin acetate (photosensitive biotin acetate)

Cat No.:V66084 Purity: ≥98%
Photobiotin (acetate) is a biological probe used to study biochemical processes such as protein interactions and enzymatic reactions.
Photobiotin acetate (photosensitive biotin acetate)
Photobiotin acetate (photosensitive biotin acetate) Chemical Structure CAS No.: 96087-38-6
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description
Photobiotin (acetate) is a biological probe used to study biochemical processes such as protein interactions and enzymatic reactions. It is a molecule containing a photosensitive group that can be combined with specific target molecules (such as proteins, nucleic acids, etc.) through photochemical cross-linking technology to achieve labeling and detection of these molecules. During the photosensitive cross-linking process, Photobiotin (acetate) can participate in the formation of covalent bonds and form stable compounds. In addition, this compound also has high biocompatibility and bioactivity, so it is extensively used in biomedical research fields, such as enzymology research, proteomics, immunoblotting, etc. Photobiotin (acetate) is a reagent for click chemistry. It has an azide (N3) moiety and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an alkyne group. SPAAC (Strain-promoted alkyne-azide cycloaddition) may also happen with compounds bearing a BCN or DBCO group.
Photobiotin acetate (CAS 96087-38-6) is a photo-activatable biotin analogue with molecular formula C25H39N9O6S and molecular weight 593.70. It consists of biotin bound via a charged linker arm to a photoreactive arylazide group. This compound is a biochemical reagent designed for the non-radioactive labeling of nucleic acids (DNA and RNA) and proteins. It has been used to label DNA probes for DNA-DNA hybridization to determine genomic relatedness.
Biological Activity I Assay Protocols (From Reference)
Targets
Photobiotin acetate does not have a defined pharmacological target as it is a biochemical labeling reagent. The compound is used to study protein interactions and enzymatic processes through photochemical crosslinking technology. It can label single-stranded DNA and linear or supercoiled double-stranded DNA. The arylazide group enables light-activated covalent binding to target molecules.
ln Vitro
A biochemical reagent called photobiotin acetate salt can be utilized in life science research as an organic compound or biological material.
In vitro activity of photobiotin acetate is assessed in labeling and detection assays. The compound is used for protein patterning with a photoactivatable derivative of biotin. It is capable of labeling single-stranded DNA and linear or supercoiled double-stranded DNA. The labeling efficiency and specificity are evaluated in various biochemical assays including DNA-DNA hybridization, protein-protein interaction studies, and enzyme-linked detection systems.
ln Vivo
No specific in vivo pharmacological activity data are available for photobiotin acetate as it is a biochemical labeling reagent. The compound is used exclusively in in vitro biochemical and molecular biology applications. It is not administered to animals for pharmacological evaluation. Its applications are limited to laboratory research for nucleic acid and protein labeling.
Enzyme Assay
For non-cellular assays, photobiotin acetate is characterized by standard analytical techniques including HPLC, NMR, and mass spectrometry to confirm identity and purity. The compound is evaluated in photolabeling reactions where it is activated by light to form covalent bonds with target molecules. Typical protocols involve incubating the compound with nucleic acids or proteins, exposing to appropriate wavelengths of light, and detecting labeled products using streptavidin-based detection systems.
Cell Assay
For in vitro cell-based studies, photobiotin acetate is used in cell labeling applications. Cells or cellular components are incubated with the compound and exposed to light to enable photochemical crosslinking with target molecules. The labeled molecules are then detected using streptavidin-conjugated detection reagents. The compound is typically dissolved in appropriate buffers and used at concentrations determined by the specific experimental protocol.
Animal Protocol
Photobiotin acetate is not used in animal studies as it is a biochemical labeling reagent. The compound is handled in molecular biology and biochemistry laboratories for in vitro applications. Storage: -20°C. The compound should be stored in a sealed container protected from light and moisture. Standard handling procedures for photoactivatable compounds should be followed.
ADME/Pharmacokinetics
Photobiotin acetate has a molecular weight of 593.70 and molecular formula C25H39N9O6S. Storage: -20°C. The compound is a photoactivatable biotin analog used for non-radioactive labeling of nucleic acids and proteins. The compound should be protected from light during storage and handling to prevent premature activation. Solubility: soluble in appropriate aqueous buffers and organic solvents.
Toxicity/Toxicokinetics
Photobiotin acetate is for research use only and not for human consumption. Standard laboratory safety practices should be followed when handling this chemical. The compound contains an arylazide group that can form reactive intermediates upon light activation. Appropriate personal protective equipment including gloves and safety glasses should be worn. Specific LD50 values and detailed toxicological profiles have not been extensively reported.
Additional Infomation
Photobiotin acetate (CAS 96087-38-6) is a photoactivatable biotin analogue used for non-radioactive labeling of nucleic acids and proteins. It is used in biological study for protein patterning with a photoactivatable derivative of biotin. Applications include DNA-DNA hybridization to determine genomic relatedness, protein interaction studies, and enzymatic process research. No clinical or therapeutic applications exist.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C25H39N9O6S
Molecular Weight
593.70
Exact Mass
593.274
CAS #
96087-38-6
PubChem CID
16218863
Appearance
Typically exists as solid at room temperature
LogP
4.451
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
15
Heavy Atom Count
41
Complexity
854
Defined Atom Stereocenter Count
3
SMILES
C(=O)(O)C.C([C@@H]1SC[C@@H]2NC(N[C@H]12)=O)CCCC(=O)NCCCN(C)CCCNC1C=CC(N=[N+]=[N-])=CC=1[N+](=O)[O-]
InChi Key
FFBLNTOMOSLSQM-AYEYRVMASA-N
InChi Code
InChI=1S/C23H35N9O4S.C2H4O2/c1-31(12-4-10-25-17-9-8-16(29-30-24)14-19(17)32(35)36)13-5-11-26-21(33)7-3-2-6-20-22-18(15-37-20)27-23(34)28-22;1-2(3)4/h8-9,14,18,20,22,25H,2-7,10-13,15H2,1H3,(H,26,33)(H2,27,28,34);1H3,(H,3,4)/t18-,20-,22-;/m0./s1
Chemical Name
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[3-[3-(4-azido-2-nitroanilino)propyl-methylamino]propyl]pentanamide;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 1.6844 mL 8.4218 mL 16.8435 mL
5 mM 0.3369 mL 1.6844 mL 3.3687 mL
10 mM 0.1684 mL 0.8422 mL 1.6844 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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