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Sigma-Aldrich

Hydroxystilbamidine bis(methanesulfonate)

suitable for fluorescence, ≥96.0% (HPLC)

Synonym(s):

2-Hydroxystilbene-4,4′-dicarboxamidine bis(methanesulfonate), Fluoro-Gold

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10 MG
$1,090.00

$1,090.00

Estimated to ship onApril 14, 2025

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10 MG
$1,090.00

About This Item

Empirical Formula (Hill Notation):
C18H24N4O7S2
CAS Number:
223769-64-0
Molecular Weight:
472.54
MDL number:
MFCD01863083
UNSPSC Code:
41116100
PubChem Substance ID:
57649893
NACRES:
NA.32

$1,090.00

Estimated to ship onApril 14, 2025

Request a Bulk Order

Quality Level

100

assay

≥96.0% (HPLC)

form

powder

fluorescence

λex 318 nm; λem 560 nm in TBE Buffer

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.CS(O)(=O)=O.NC(=N)c1ccc(cc1)\C=C\c2ccc(cc2O)C(N)=N

InChI

1S/C16H16N4O.2CH4O3S/c17-15(18)12-5-2-10(3-6-12)1-4-11-7-8-13(16(19)20)9-14(11)21;2*1-5(2,3)4/h1-9,21H,(H3,17,18)(H3,19,20);2*1H3,(H,2,3,4)/b4-1+;;

InChI key

YGNSQKCULHSJDC-HFPMQDOPSA-N

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General description

Hydroxystilbamidine bis (methanesulfonate), also known as Fluoro-Gold, is a retrograde fluorescent tracer. Chemically, Hydroxystilbamidine is a weak base and can cross cell membranes in its uncharged form.[1]

A few properties of Hydroxystilbamidine bis (methanesulfonate) are:[2]

  • Intense Fluorescence.
  • Extensive filling of dendrites.
  • High Resistance to fading.
  • No uptake by undamaged fibers.
  • No diffusion from labelled cells.
  • Highly compatible with other neuro-histochemical techniques.

Application

Hydroxystilbamidine bis(methanesulfonate), a fluorescent retrograde tracer (axonal transport), is used for neural mapping in microanatomical research.
Hydroxystilbamidine bis (methanesulfonate) or Fluoro-Gold (FG) is used to label neurons and investigate the early effects of hearing loss.[3] It is used to study morphological features of extensive axonal projections within the CNS by labelling the cells.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2374
BCCG8338
BCCC8889
BCBZ8649
BCBW6126

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L C Schmued et al.
Brain research, 377(1), 147-154 (1986-07-02)
A new fluorescent dye, Fluoro-Gold, has been demonstrated to undergo retrograde axonal transport. Its properties include intense fluorescence, extensive filling of dendrites, high resistance to fading, no uptake by intact undamaged fibers of passage, no diffusion from labeled cells, consistent
Miyako Hatano et al.
Hearing research, 287(1-2), 57-66 (2012-06-26)
The purpose of this study was to investigate the effects of early hearing loss on the anatomy of the central auditory system, specifically, the ascending projections to the inferior colliculus (IC). We compared normal animals with animals deafened during early
M W Wessendorf
Brain research, 553(1), 135-148 (1991-07-05)
Determining the mechanism by which fluorescent retrograde neuronal tracers are taken up requires knowledge of their composition. It has been claimed that Fluoro-Gold, a retrogradely transported fluorescent neuronal tracer, is 2-hydroxy-4,4'-diamidinostilbene (hydroxystilbamidine), an amidine antibiotic. However, this appears questionable, since
N Kuwabara
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 87(6), 413-422 (2012-06-21)
A method is described for studying the morphological features of extensive axonal projections within the central nervous system of the gerbil, Meriones anguiculatus. Potentially long descending axonal projections between the auditory thalamus and lower brainstem were used as a model.
Tanguy Chaumette et al.
Pain, 161(5), 1109-1123 (2020-01-25)
Mechanical allodynia is a cardinal sign of several inflammatory pain disorders where nerve growth factor, a prototypic neurotrophin, plays a crucial role by binding to TrkA receptors. Here, we took the advantage of our generated knock-in mouse model expressing a
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