Page last updated: 2024-12-07

biocytin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Biocytin is a biotin-lysine conjugate synthesized in vivo by the biotinidase enzyme. It is a naturally occurring compound that acts as a coenzyme for carboxylases, enzymes responsible for the transfer of carbon dioxide. Biocytin plays a crucial role in metabolism, particularly in fatty acid synthesis and gluconeogenesis. Research into biocytin focuses on its potential use as a diagnostic marker for biotinidase deficiency, a rare genetic disorder that can lead to neurological and developmental problems. Biocytin's role in neuronal function and its potential therapeutic applications are also being investigated.'

biocytin : A monocarboxylic acid amide that results from the formal condensation of the carboxylic acid group of biotin with the N(6)-amino group of L-lysine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID83814
CHEBI ID27870
SCHEMBL ID305707
MeSH IDM0061170

Synonyms (43)

Synonym
biocytin
576-19-2
biocytin, >=98% (tlc)
g6d6147j22 ,
unii-g6d6147j22
l-lysine, n6-(5-((3as,4s,6ar)-hexahydro-2-oxo-1h-thieno(3,4-d)imidazol-4-yl)-1-oxopentyl)-
l-lysine, n6-(5-(hexahydro-2-oxo-1h-thieno(3,4-d)imidazol-4-yl)-1-oxopentyl)-, (3as-(3aalpha,4beta,6aalpha))-
S9886
biotinyl-l-lysine
n(6)-d-biotinyl-l-lysine
(3as-(3aalpha,4beta,6aalpha))-n(6)-(5-(hexahydro-2-oxo-1h-thieno(3,4-d)imidazol-4-yl)-1-oxopentyl)-l-lysine
n(6)-{5-[(3as,4s,6ar)-2-oxohexahydro-1h-thieno[3,4-d]imidazol-4-yl]pentanoyl}-l-lysine
epsilon-n-biotinyllysine
CHEBI:27870
n(epsilon)-biotinyl-l-lysine
n-biotinyl-l-lysine
n6-[5-[(3as,4s,6ar)-hexahydro-2-oxo-1h-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]-l-lysine
ne-biotynyl-l-lysine
h-lys(biotinyl)-oh
AKOS015915827
biocytin [mi]
n(sup 6)-(5-((3as,4s,6ar)-hexahydro-2-oxo-1h-thieno(3,4-d)imidazol-4-yl)-1-oxopentyl)-l-lysine
n6-biotinyllysine
SCHEMBL305707
n'-biotinyl-l-lysine
c16h28n4o4s
mfcd00077319
(2s)-6-{5-[(3as,4s,6ar)-2-oxo-hexahydro-1h-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-aminohexanoic acid
BP-23273
n6-delta-biotinyl-l-lysine
n-epsilon-biotin-l-lysine
HY-101884
CS-7587
n~6~-{5-[(3as,4s,6ar)-2-oxohexahydro-1h-thieno[3,4-d]imidazol-4-yl]pentanoyl}-l-lysine
BAQMYDQNMFBZNA-MNXVOIDGSA-N
DS-5744
(2s)-6-[5-[(3ar,6s,6as)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoylamino]-2-aminohexanoic acid
(s)-2-amino-6-(5-((3as,4s,6ar)-2-oxohexahydro-1h-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanoic acid
Q864247
l-lysine,n6-[5-[(3as,4s,6ar)-hexahydro-2-oxo-1h-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]-
DTXSID30973172
A869630
HB5035

Research Excerpts

Overview

Biocytin is an especially useful tracer since it clearly labels very small axons and boutons in addition to the larger fibers. It is an important end product of intraluminal digestion of dietary protein-bound biotin.

ExcerptReferenceRelevance
"TMR biocytin is an attractive neuronal tracer. "( Fast neuronal labeling in live tissue using a biocytin conjugated fluorescent probe.
Harsløf, M; Müller, FC; Rekling, JC; Rohrberg, J, 2015
)
1.23
"Biocytin is a classical neuroanatomical tracer commonly used to map brain connectivity."( Improved neuronal tract tracing with stable biocytin-derived neuroimaging agents.
Canals, S; Dhingra, K; Logothetis, NK; Mishra, A; Schüz, A, 2010
)
1.34
"Biocytin is an especially useful tracer since it clearly labels very small axons and boutons in addition to the larger fibers."( A method for utilizing biocytin to study retinofugal pathways at the light and electron microscopic levels.
diPierro, CG; Ebbesson, SO; Helm, GA; Palmer, PE; Simmons, NE, 1993
)
1.32
"Biocytin is an important end product of intraluminal digestion of dietary protein-bound biotin. "( Transport of the biotin dietary derivative biocytin (N-biotinyl-L-lysine) in rat small intestine.
Said, HM; Schatzman, B; Sweetman, L; Thuy, LP, 1993
)
1.99
"Biocytin is a biotin-lysine complex of low molecular weight containing about 65% biotin, which retains a high affinity for avidin. "( A versatile means of intracellular labeling: injection of biocytin and its detection with avidin conjugates.
Armstrong, WE; Horikawa, K, 1988
)
1.96

Effects

The biocytin method has proved useful by showing the dendritic trees of the superior colliculus cells of origin. It also shows the pathways taken by the axons (including the presence of collaterals)

ExcerptReferenceRelevance
"Biocytin has found numerous uses as a neuronal tracer, since it shows both antero- and retrograde transport in neuronal tracts. "( Fast neuronal labeling in live tissue using a biocytin conjugated fluorescent probe.
Harsløf, M; Müller, FC; Rekling, JC; Rohrberg, J, 2015
)
2.12
"The biocytin method has proved useful by showing the dendritic trees of the superior colliculus cells of origin, the pathways taken by the axons (including the presence of collaterals), and the terminal fields both within and outside the GLd."( Evidence for separate pathways within the tecto-geniculate projection in the tree shrew.
Conley, M; Diamond, IT; Fitzpatrick, D; Raczkowski, D, 1991
)
0.76

Actions

ExcerptReferenceRelevance
"Biocytin was used because of its sensitivity and because it allowed us to place very small injections restricted entirely to the superficial gray layer."( Interlaminar connections of the superior colliculus in the tree shrew. I. The superficial gray layer.
Hall, WC; Lee, P, 1993
)
1.01

Bioavailability

ExcerptReferenceRelevance
" (2) In the rat, efficient absorption and optimal bioavailability of dietary protein-bound biotin necessitates its conversion to free biotin."( Transport of the biotin dietary derivative biocytin (N-biotinyl-L-lysine) in rat small intestine.
Said, HM; Schatzman, B; Sweetman, L; Thuy, LP, 1993
)
0.55

Dosage Studied

ExcerptRelevanceReference
" Using mice with reduced gene dosage of p190rhogap, a cytoskeletal regulatory protein localized to dendritic spines, we next isolated structural correlates of both behavioral vulnerability (spine elimination) and resilience (spine proliferation) to corticosterone within the orbital cortex."( Corticosteroid-induced neural remodeling predicts behavioral vulnerability and resilience.
Gourley, SL; Koleske, AJ; Swanson, AM, 2013
)
0.39
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (7)

ClassDescription
L-lysine derivativeA proteinogenic amino acid derivative resulting from reaction of L-lysine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-lysine by a heteroatom.
azabicycloalkane
thiabicycloalkane
ureas
monocarboxylic acid amideA carboxamide derived from a monocarboxylic acid.
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
L-alpha-amino acid zwitterionZwitterionic form of an L-alpha-amino acid having an anionic carboxy group and a protonated amino group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (10)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of vitamins and cofactors146155
Metabolism of water-soluble vitamins and cofactors102114
Biotin transport and metabolism118
Disease1278231
Diseases of metabolism69121
Defects in vitamin and cofactor metabolism1717
Defects in biotin (Btn) metabolism64
Defective BTD causes biotidinase deficiency01
Metabolic Epileptic Disorders2589

Research

Studies (1,036)

TimeframeStudies, This Drug (%)All Drugs %
pre-199029 (2.80)18.7374
1990's437 (42.18)18.2507
2000's390 (37.64)29.6817
2010's175 (16.89)24.3611
2020's5 (0.48)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 42.93

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index42.93 (24.57)
Research Supply Index6.98 (2.92)
Research Growth Index5.76 (4.65)
Search Engine Demand Index66.52 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (42.93)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.09%)5.53%
Reviews10 (0.94%)6.00%
Case Studies2 (0.19%)4.05%
Observational0 (0.00%)0.25%
Other1,055 (98.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]