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Sigma-Aldrich

Hydroxystilbamidine bis(methanesulfonate)

suitable for fluorescence, ≥96.0% (HPLC)

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Synonym(s):
2-Hydroxystilbene-4,4′-dicarboxamidine bis(methanesulfonate), Fluoro-Gold
Empirical Formula (Hill Notation):
C18H24N4O7S2
CAS Number:
223769-64-0
Molecular Weight:
472.54
MDL number:
MFCD01863083
UNSPSC Code:
12352200
PubChem Substance ID:
57649893
NACRES:
NA.32

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.

A few properties of Hydroxystilbamidine bis (methanesulfonate) are:

  • 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. It is used to study morphological features of extensive axonal projections within the CNS by labelling the cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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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.
Lijie Chen et al.
Experimental and therapeutic medicine, 4(5), 844-848 (2012-12-12)
Understanding the microanatomy of the facial nerve is vital to functional restoration of facial nerve injury. This study aimed to locate the spatial orientation of five branches in the extratemporal trunk of the rat facial nerve (ETFN). Fifteen adult Sprague-Dawley
Tímea Bácskai et al.
Brain structure & function, 219(1), 303-321 (2013-01-05)
We have mapped the motor neurons (MNs) supplying the major hindlimb muscles of transgenic (C57/BL6J-ChAT-EGFP) and wild-type (C57/BL6J) mice. The fluorescent retrograde tracer Fluoro-Gold was injected into 19 hindlimb muscles. Consecutive transverse spinal cord sections were harvested, the MNs counted
L Zhang et al.
Neuroscience, 228, 139-162 (2012-10-23)
The neuropeptide arginine vasopressin (AVP) exerts a modulatory role on hippocampal excitability through vasopressin V(1A) and V(1B) receptors. However, the origin and mode of termination of the AVP innervation of the hippocampus remain unknown. We have used light and electron
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