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Sigma-Aldrich

N-Benzoyl-L-tyrosine p-amidobenzoic acid sodium salt

lyophilized, ≥98.0% (sum of enantiomers, HPLC)

Synonym(s):

N-Benzoyl-L-tyrosyl-4-aminobenzoic acid sodium salt, Bentiromide

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About This Item

Linear Formula:
C23H19N2O5Na
CAS Number:
41748-47-4
Molecular Weight:
444.41
EC Number:
255-530-7
MDL number:
MFCD00042647
UNSPSC Code:
12352204
PubChem Substance ID:
57647058
NACRES:
NA.83

Assay

≥98.0% (sum of enantiomers, HPLC)

form

powder or crystals

optical activity

[α]20/D +45±2°, c = 1% in DMF/H2O 1:1

quality

lyophilized

mp

~210 °C (dec.)

solubility

water: 0.25 g/5mL, clear to slightly hazy

storage temp.

2-8°C

SMILES string

[Na+].Oc1ccc(C[C@H](NC(=O)c2ccccc2)C(=O)Nc3ccc(cc3)C([O-])=O)cc1

InChI

1S/C23H20N2O5.Na/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30;/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30);/q;+1/p-1/t20-;/m0./s1

InChI key

HEJYVLSWQWPKPQ-BDQAORGHSA-M

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General description

N-Benzoyl-L-tyrosine p-amidobenzoic acid acts as a substrate for peptide hydrolases present in the human small intestinal mucosa. Its degradation to p-aminobenzoic acid helps to assess the pancreatic and renal functionality.

Other Notes

Hydrolysis of benzol-tyrosyl-p-aminobenzoic acid by a human intestinal microvillar peptidase; Substrate for the assay of chymotrypsin in crude biological materials.

Storage Class Code

11 - Combustible Solids

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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C Lang et al.
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie, 18(9), 551-555 (1980-09-01)
The oral pancreatic function test with N-benzoyl-L-tyrosyl-p-aminobenzoic acid was performed on 24 healthy test subjects, and its toxicity was examined. Eight patients with restricted renal function and known renal disease were also investigated. The pancreatic function test and the same
A method for the assay of chymotrypsin in crude biological materials.
A R Imondi et al.
Analytical biochemistry, 54(1), 199-204 (1973-07-01)
E E Sterchi et al.
Clinical science (London, England : 1979), 62(5), 557-560 (1982-05-01)
1. Hydrolysis of N-benzoyl-L-tyrosyl-p-aminobenzoic acid (PABA-peptide) has been measured in soluble and particulate fractions of human small intestinal mucosa. 2. Both soluble and particulate fractions contained enzymic activity capable of splitting the PABA-peptide. In the particulate fractions this activity increased
P.W. Pemberton et al.
Biochemical Society Transactions, 13, 175-175 (1985)

Articles

Chymotrypsin

Analytical Enzyme Chymotrypsin: Chymotrypsin is produced in the acinar cells of the pancreas as the inactive precursor, chymotrypsinogen.

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