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Key Documents

B4261

Sigma-Aldrich

Biocytin

≥98% (TLC), suitable for drug transporter assays

Synonym(s):

Bct, Nε-(+)-Biotinyl-L-lysine

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About This Item

Empirical Formula (Hill Notation):
C16H28N4O4S
CAS Number:
Molecular Weight:
372.48
Beilstein:
97197
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

Biocytin, ≥98% (TLC)

Quality Level

Assay

≥98% (TLC)

form

powder

optical activity

[α]20/D +53°, c = 1.05% in 0.1 M NaOH(lit.)

technique(s)

drug transporter assay: suitable

color

white to off-white

mp

~245 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

[H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H](N)C(O)=O)[C@@]1([H])NC(=O)N2

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

InChI key

BAQMYDQNMFBZNA-MNXVOIDGSA-N

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Application

Biocytin is used as a substrate to study the specificity and kinetics of biotinidase(s), to measure biotinidase deficiency and as a model compound to study various uptake mechanisms of cells and tissues. Biocytin has been used to label neurons, medium spiny neurons and optic nerves.

Biochem/physiol Actions

Biocytin is an adduct of lysine and biotin. It is hydrolyzed by biotinidase, which acts on peptide-incorporated biotin or free biotin. Biocytin acts as a coenzyme.

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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Ann L Revill
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William A
Neurobiology of Disease (2014)
Vishwa Mohan et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(32), 6233-6250 (2019-06-12)
Dendritic spines in the developing mammalian neocortex are initially overproduced and then eliminated during adolescence to achieve appropriate levels of excitation in mature networks. We show here that the L1 family cell adhesion molecule Close Homolog of L1 (CHL1) and
Jeanne T Paz et al.
Nature neuroscience, 16(1), 64-70 (2012-11-13)
Cerebrocortical injuries such as stroke are a major source of disability. Maladaptive consequences can result from post-injury local reorganization of cortical circuits. For example, epilepsy is a common sequela of cortical stroke, but the mechanisms responsible for seizures following cortical

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