Available from stock

Biocytin

SKU: B0412

Category: Amino Acids, Peptides, Proteins

Synonyms: Bct , Neps.-(+)-Biotinyl-L-lysine , eps.-N-(d-Biotinyl)-L-lysine; 576-19-2
CAS-Number: C₁₆H₂₈N₄O₄S
Molecular Formula: 372.48
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95% (NMR)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: PBS, water (20 mg/ml), we do not recommend to store aqueous solutions for more than one day
Melting Point: 245 °C (dec.) (lit.)
Optical Activity: [α]20/D +53°, c=1.05% in 0.1 M NaOH (lit.)

Shipping: AMBIENT
Short Term Storage: -20°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

Description: Biocytin is a conjugate of biotin and lysine known formally as eps.-N-(d-biotinyl)-L-lysine. The addition of lysine to biotin increases the chain length extending from biotin, allowing the synthesis of medium-chain reagents. It also provides terminal carboxyl and amino groups for derivatization or conjugation to proteins and other molecules. Covalent linking reactions typically involve carbodiimide or NHS-ester crosslinking chemistries. Biocytin is also used as an anterograde, retrograde, or intracellular neuroanatomical tracer that is fixable with aldehyde-based fixatives. It is also used in biotinidase assays. Biocytin may be injected into brain by iontophoresis or by pressure injection methods, and localized in tissue sections using avidin-conjugated labels.
Smiles: [H][C@]12CS[C@@H](CCCCC(NCCCCC(N)C(O)=O)=O)[C@@]1([H])NC(N2)=O
InChi Key: BAQMYDQNMFBZNA-WBGPXRNDSA-N
References: (1) M. Bodanszky & D.T. Fagan, JACS 99, 235 (1977) , (2) E. Friauf, et al., J. Neurosci. 10, 2601 (1990) , (3) X.J. Sun, et al., J. Histochem. Cytochem. 46, 263 (1998) , (4) A. Erisir & C. Aoki, J. Neurosci. Methods 81, 189 (1998) , (5) C. Koebbert, et al, Prog. Neurobiol. 62, 327 (2000) , (6) S.L. Chang, et al., J. Neurosci. Methods 97, 1 (2000) , (7) K. Kumasaka, et al., Clin. Chim. Acta 306, 71 (2001) , (8) Y. Morozov, et al., J. Neurosci. Methods 117, 81 (2002) , (9) G. Roth, et al., J. Comp. Neurol. 478, 35 (2004) , (10) H.G. Xue, et al., Brain Res. Brain Res. Protoc. 13, 106 (2004) , (11) M.A. MacNeil & P.A. Gaul, J. Comp. Neurol. 506, 6 (2008) , (12) R. Bopp, et al., PLoS Biol. 12, 1 (2014)
InChi: InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10?,11-,12-,14-/m0/s1

Biocytin is a conjugate of biotin and lysine known formally as eps.-N-(d-biotinyl)-L-lysine. The addition of lysine to biotin increases the chain length extending from biotin, allowing the synthesis of medium-chain reagents. It also provides terminal carboxyl and amino groups for derivatization or conjugation to proteins and other molecules. Covalent linking reactions typically involve carbodiimide or NHS-ester crosslinking chemistries. Biocytin is also used as an anterograde, retrograde, or intracellular neuroanatomical tracer that is fixable with aldehyde-based fixatives. It is also used in biotinidase assays. Biocytin may be injected into brain by iontophoresis or by pressure injection methods, and localized in tissue sections using avidin-conjugated labels.

SKU: B0412 Category: Amino Acids, Peptides, Proteins

Additional information

Additional information

Synonyms	Bct, Neps.-(+)-Biotinyl-L-lysine, eps.-N-(d-Biotinyl)-L-lysine
Purity	≥95% (NMR)
Appearance	White to off-white powder
CAS-Number	576-19-2
Molecular Formula	C16H28N4O4S
Molecular Weight	372.48
Identity	1H-NMR
Solvents	PBS, water (20 mg/ml), we do not recommend to store aqueous solutions for more than one day
Melting Point	245 °C (dec.) (lit.)
Optical Activity	[α]20/D +53°, c=1.05% in 0.1 M NaOH (lit.)
Smiles	[H][C@]12CS[C@@H](CCCCC(NCCCCC(N)C(O)=O)=O)[C@@]1([H])NC(N2)=O
InChi Key	BAQMYDQNMFBZNA-WBGPXRNDSA-N
Shipping	AMBIENT
Short Term Storage	-20°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) M. Bodanszky & D.T. Fagan, JACS 99, 235 (1977), (2) E. Friauf, et al., J. Neurosci. 10, 2601 (1990), (3) X.J. Sun, et al., J. Histochem. Cytochem. 46, 263 (1998), (4) A. Erisir & C. Aoki, J. Neurosci. Methods 81, 189 (1998), (5) C. Koebbert, et al, Prog. Neurobiol. 62, 327 (2000), (6) S.L. Chang, et al., J. Neurosci. Methods 97, 1 (2000), (7) K. Kumasaka, et al., Clin. Chim. Acta 306, 71 (2001), (8) Y. Morozov, et al., J. Neurosci. Methods 117, 81 (2002), (9) G. Roth, et al., J. Comp. Neurol. 478, 35 (2004), (10) H.G. Xue, et al., Brain Res. Brain Res. Protoc. 13, 106 (2004), (11) M.A. MacNeil & P.A. Gaul, J. Comp. Neurol. 506, 6 (2008), (12) R. Bopp, et al., PLoS Biol. 12, 1 (2014)
InChi	InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10?,11-,12-,14-/m0/s1
Quantity	100 mg, 250 mg, Bulk