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Sigma-Aldrich

Photobiotin acetate salt

For labeling DNA probes for hybridizations

Synonym(s):

Biotin {3-[3-(4-azido-2-nitroanilino)-N-methylpropylamino]propylamide} acetate salt, N-(4-Azido-2-nitrophenyl)-N′-(3-biotinylaminopropyl)-N′-methyl-1,3-propanediamine acetate salt

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About This Item

Empirical Formula (Hill Notation):
C23H35N9O4S · C2H4O2
CAS Number:
Molecular Weight:
593.70
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.52

grade

for molecular biology

Quality Level

Assay

≥95%

form

film or powder

solubility

H2O: 10 mg/mL (Stable for at least 5 months if kept frozen and protected from light.)

storage temp.

−20°C

SMILES string

CC(O)=O.CN(CCCNC(=O)CCCC[C@@H]1SCC2NC(=O)NC12)CCCNc3ccc(cc3[N+]([O-])=O)N=[N+]=[N-]

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

InChI key

FFBLNTOMOSLSQM-AYEYRVMASA-N

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General description

Photobiotin acetate is made up of biotin, which is bound with the help of a charged linker arm to a photoreactive arylazide group.

Application

Photobiotin acetate salt has been used to label DNA probes to perform DNA−DNA hybridization to determine genomic relatedness.

Biochem/physiol Actions

Photobiotin acetate is capable of labeling single stranded DNA and linear or supercoiled double-stranded DNA.
Photobiotin is a photo-activatable analog of biotin used primarily for labeling DNA, RNA and proteins. Probes prepared using photobiotin can detect target DNA as little as 0.5 pg.

Caution

Light sensitive.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chang Soo Lee et al.
International journal of systematic and evolutionary microbiology, 57(Pt 8), 1775-1779 (2007-08-09)
A novel thiosulfate-oxidizing bacterium, designated strain LCS2(T), was isolated from a biofilm on sulfur particles used in an autotrophic denitrification process. The strain was found to comprise Gram-negative, non-motile, non-spore-forming rods that produced yellow-pigmented colonies on R2A agar. The strain
Preparation and uses of photobiotin
Methods in Enzymology, 184, 588-600 (1990)
Long Jin et al.
International journal of systematic and evolutionary microbiology, 57(Pt 8), 1876-1880 (2007-08-09)
Two novel bacteria, strains TR7-09(T) and P2-12-1, were isolated from samples of compost and river sediment, respectively. The strains comprised Gram-negative, motile, non-spore-forming rods, produced creamy white colonies on R2A agar, contained Q-8 as the predominant ubiquinone, contained iso-15 :
Rhodanobacter thiooxydans sp. nov., isolated from a biofilm on sulfur particles used in an autotrophic denitrification process
Lee CS, et al.
International Journal of Systematic and Evolutionary Microbiology, 57(8), 1775-1779 (2007)
Kwang Kyu Kim et al.
International journal of systematic and evolutionary microbiology, 55(Pt 5), 2075-2079 (2005-09-17)
A novel xylan-degrading bacterium, S3-E(T), was isolated from the biofilm of a membrane bioreactor. The cells of this strain were Gram-positive, non-motile, non-spore-forming rods, produced primary branches and formed yellow colonies on nutrient agar. The strain had chemotaxonomic markers that

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