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50950

Sigma-Aldrich

Guanidine hydrochloride

≥98%

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Synonym(s):
Aminoformamidine hydrochloride, Aminomethanamidine hydrochloride, Guanidinium chloride
Linear Formula:
NH2C(=NH)NH2 · HCl
CAS Number:
50-01-1
Molecular Weight:
95.53
Beilstein:
3591990
EC Number:
200-002-3
MDL number:
MFCD00013026
PubChem Substance ID:
57651288
NACRES:
NA.55

Assay

≥98%

form

powder or crystals

pH

(25 °C, 4.6 - 6/573 g/L)

mp

180-185 °C (lit.)

solubility

H2O: 6 M, clear (100 Hazen)

density

1.3 g/cm3 (lit.)

SMILES string

Cl[H].NC(N)=N

InChI

1S/CH5N3.ClH/c2-1(3)4;/h(H5,2,3,4);1H

InChI key

PJJJBBJSCAKJQF-UHFFFAOYSA-N

Gene Information

human ... KCNA1(3736) , KCNA10(3744) , KCNA2(3737) , KCNA3(3738) , KCNA4(3739) , KCNA5(3741) , KCNA6(3742) , KCNA7(3743) , KCNB1(3745) , KCNB2(9312) , KCNC1(3746) , KCNC2(3747) , KCNC3(3748) , KCNC4(3749) , KCND1(3750) , KCND2(3751) , KCND3(3752) , KCNF1(3754) , KCNG1(3755) , KCNG2(26251) , KCNG3(170850) , KCNG4(93107) , KCNH1(3756) , KCNH2(3757) , KCNH3(23416) , KCNH4(23415) , KCNH5(27133) , KCNH6(81033) , KCNH7(90134) , KCNH8(131096) , KCNQ1(3784) , KCNQ2(3785) , KCNQ3(3786) , KCNQ4(9132) , KCNQ5(56479) , KCNS1(3787) , KCNS2(3788) , KCNS3(3790) , KCNV1(27012) , KCNV2(169522)

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Application

Guanidine hydrochloride has been used:
  • for lysing homogenized brain tissue
  • in the preparation of incubation buffer for Ni-sepharose protein binding, purification, propionylation, and on-bead digestion to minimize nonspecific binding to the affinity resin
  • in the preparation of solutions/extraction buffer to extract soluble protein from the human tissue

Strong chaotropic agent useful for the denaturation and subsequent refolding of proteins. This strong denaturant can solubilize insoluble or denatured proteins such as inclusion bodies. This can be used as the first step in refolding proteins or enzymes into their active form. Urea and dithiothreitol (DTT) may also be necessary.

Biochem/physiol Actions

Guanidine hydrochloride, an efficient chaotropic reagent, is involved in RNA isolation, globular protein denaturation, and protein refolding studies. This denaturant is appropriate for performing rapid and single-step affinity-purification mass spectrometry (AP-MS) experiments.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332 - H315 - H319

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Andrew M King et al.
Nature communications, 12(1), 6343-6343 (2021-11-05)
Peptide secondary metabolites are common in nature and have diverse pharmacologically-relevant functions, from antibiotics to cross-kingdom signaling. Here, we present a method to design large libraries of modified peptides in Escherichia coli and screen them in vivo to identify those that bind
Armando M De Palma et al.
Antimicrobial agents and chemotherapy, 53(5), 1850-1857 (2009-02-25)
A novel compound, TTP-8307, was identified as a potent inhibitor of the replication of several rhino- and enteroviruses. TTP-8307 inhibits viral RNA synthesis in a dose-dependent manner, without affecting polyprotein synthesis and/or processing. Drug-resistant variants of coxsackievirus B3 were all
Fackson Mwale et al.
Tissue engineering. Part A, 20(21-22), 2942-2949 (2014-05-03)
Link N is a naturally occurring peptide that can stimulate proteoglycan synthesis in intervertebral disc (IVD) cells. IVD repair can also potentially be enhanced by mesenchymal stem cell (MSC) supplementation to maximize extracellular matrix (ECM) production. In a previous study
Caitriona McKeever et al.
Journal of medicinal chemistry, 56(3), 700-711 (2013-01-11)
Considering the strong DNA minor groove binding observed for our previous series of diaromatic symmetric and asymmetric guanidinium and 2-aminoimidazolinium derivatives, we report now the synthesis of new aminoalkyl derivatives of diaromatic guanidines with potential as DNA minor groove binders
Masaatsu Adachi et al.
The Journal of organic chemistry, 78(4), 1699-1705 (2013-01-18)
We describe an improved synthesis of (-)-5,11-dideoxytetrodotoxin from an enone, which was used for synthesis of tetrodotoxin and its analogues in this laboratory. One of the major modifications was to establish a two-step guanidinylation of trichloroacetamide of a highly functionalized
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