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50950

Sigma-Aldrich

Guanidine hydrochloride

≥98%

Synonym(s):

Aminoformamidine hydrochloride, Aminomethanamidine hydrochloride, Guanidinium chloride

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About This Item

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
UNSPSC Code:
12352107
PubChem Substance ID:
57651288
NACRES:
NA.55

Quality Level

200

Assay

≥98%

form

powder or crystals

storage condition

(Tightly closed. Dry. )

color

colorless to white

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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General description

Guanidine hydrochloride, or aminoformamidine hydrochloride, is a versatile chemical compound widely used in cell biology and biochemical research due to its potent chaotropic properties. Its ability to disrupt protein and nucleic acid structures makes it valuable for purifying proteins and nucleic acids, particularly mRNA. Guanidine hydrochloride unfolds proteins, facilitating their purification and refolding, and it is effective in solubilizing denatured insoluble proteins at higher concentrations.

At lower concentrations, guanidine hydrochloride has the intriguing ability to promote the refolding of denatured proteins, aiding in protein renaturation studies. In RNA extraction, it acts as a strong denaturant, disrupting cell structures and ensuring the integrity of extracted RNA by inactivating RNA enzymes. Overall, guanidine hydrochloride′s denaturing and renaturing properties make it an essential reagent for various cell biology applications, including protein purification, nucleic acid isolation, and protein refolding studies.

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.

Features and Benefits

Highly versatile surfactant for your cell biology and biochemical research

Other Notes

For additional information on our range of Biochemicals, please complete this form.

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

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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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
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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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