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G6503

Sigma-Aldrich

4-Guanidinobutyric acid

≥98%, for peptide synthesis

Synonym(s):

γ-Guanidinobutyric acid

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About This Item

Linear Formula:
NH=C(NH2)NHCH2CH2CH2COOH
CAS Number:
463-00-3
Molecular Weight:
145.16
Beilstein/REAXYS Number:
1766447
EC Number:
207-331-1
MDL number:
MFCD00037314
UNSPSC Code:
12352106
PubChem Substance ID:
24895259
NACRES:
NA.26

product name

4-Guanidinobutyric acid, ≥98%

Quality Level

200

assay

≥98%

form

powder or chunks

technique(s)

drug transporter assay: suitable

color

white

mp

280-282 °C

storage temp.

2-8°C

SMILES string

NC(=N)NCCCC(O)=O

InChI

1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)

InChI key

TUHVEAJXIMEOSA-UHFFFAOYSA-N

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Application

Gamma-Guanidinobutyric acid (4-GBA) is used to study intestinal transport by the human proton-coupled amino acid transporter(s) (hPAT1). 4-GBA is used with other model compounds such as 1,6-diaminohexane, 1,6-diguanidinohexane, and 1,6-di(cyanoguanidino)hexane to study the biodegradability of the biocide polyhexamethylene biguanide (PHMB).

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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S Shindo et al.
Research communications in chemical pathology and pharmacology, 54(1), 73-85 (1986-10-01)
Arginine levels diminished markedly in the plasma during starvation, suggesting that plasma arginine level principally depends on food intake. Organ arginine levels were relatively stable except for an extraordinary increase in the pancreas at 96 h. Guanidinoacetic acid decreased dramatically
Leon P O'Malley et al.
Journal of industrial microbiology & biotechnology, 33(8), 677-684 (2006-05-10)
Polyhexamethylene biguanide (PHMB), a biocide used in a wide variety of disinfection and preservation applications, is a polydisperse mixture in which the end-groups may be any combination of amine, guanidine and cyanoguanidine. Using PHMB model compounds (1,6-diaminohexane; 1,6-diguanidinohexane; 1,6-di(cyanoguanidino)hexane; 4-guanidinobutyric
Guanidino compounds in hyperargininemia.
B Marescau et al.
Advances in experimental medicine and biology, 153, 427-434 (1982-01-01)
Zhipan Zhang et al.
The journal of physical chemistry. B, 109(46), 21818-21824 (2006-07-21)
Dye-sensitized solar cells based on nanocrystalline TiO(2) have been fabricated with an amphiphilic ruthenium sensitizer [Ru (4,4'-dicarboxylic acid-2,2'-bipyridine) (4,4'-bis(p-hexyloxystyryl)-2,2'-bipyridine)(NCS)(2)], coded as K-19, and 4-guanidinobutyric acid (GBA) as coadsorbent. The cells showed a approximately 50 mV increase in open-circuit voltage and
C Cabella et al.
European journal of biochemistry, 268(4), 940-947 (2001-02-17)
Rat hepatocytes in culture take up [14C]-agmatine by both a high-affinity transport system [KM = 0.03 mM; Vmax = 30 pmol x min x (mg protein)-1] and a low-affinity system. The high-affinity system also transports putrescine, but not cationic amino
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