A biotin-lysine conjugate
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Biocytin

Item No. 16751

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]-L-lysine
CAS Number
576-19-2
Synonyms
  • ɛ-N-(d-Biotinyl)-L-lysine
Molecular Formula
C16H28N4O4S
Formula Weight
372.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 2 mg/ml
SMILES
O=C1N[C@@]2([H])[C@@](CS[C@H]2CCCCC(NCCCC[C@@H](N)C(O)=O)=O)([H])N1
InChi Code
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+/m1/s1
InChi Key
BAQMYDQNMFBZNA-UHXUPSOCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $41

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    25 mg

    $80

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    50 mg

    $108

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    100 mg

    $189

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    Product Description

    Biocytin is a conjugate of biotin and lysine known formally as ɛ-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.1,2,3 For this and other applications, biocytin is detected with avidin or streptavidin probes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. MacNeil, M.A., and Gaul, P.A. Biocytin wide-field bipolar cells in rabbit retina selectively contact blue cones. J. Comp. Neurol. 506(1), 6-15 (2008).

    2. Friauf, E., McConnell, S.K., and Shatz, C.J. Functional synaptic circuits in the subplate during fetal and early postnatal development of cat visual cortex. J. Neurosci. 10(8), 2601-2613 (1990).

    3. Bopp, R., Maçarico da Costa, N., Kampa, B.M., et al. Pyramidal cells make specific connections onto smooth (GABAergic) neurons in mouse visual cortex. PLoS Biol. 12(8), 1-12 (2014).