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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:
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

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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Disturbed metabolism of guanidino compounds characterized by elevated excretion of beta-guanidinopropionic acid and gamma-guanidinobutyric acid--an effect of vigabatrin treatment?
A Schulze et al.
Journal of inherited metabolic disease, 21(3), 268-271 (1998-08-01)
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
M Al Banchaabouchi et al.
Metabolism: clinical and experimental, 47(3), 355-361 (1998-03-21)
Renal failure is characterized by the retention of nitrogenous metabolites such as urea, creatinine (CTN) and other guanidino compounds (GCs), uric acid, and hippuric acid, which could be related to the clinical syndrome associated with renal insufficiency. A model of
Metabolism of arginine in invertebrates: relation to urea cycle and to other guanidine derivatives.
Y Robin
Advances in experimental medicine and biology, 153, 407-417 (1982-01-01)
Guanidino compounds in hyperargininemia.
B Marescau et al.
Advances in experimental medicine and biology, 153, 427-434 (1982-01-01)
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