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H1635

Sigma-Aldrich

N-Hippuryl-His-Leu hydrate

powder, ≥98% (HPLC)

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Synonym(s):
N-Benzoyl-Gly-His-Leu, N-Hippuryl-L-histidyl-L-leucine hydrate
Empirical Formula (Hill Notation):
C21H27N5O5 · xH2O
CAS Number:
207386-83-2
Molecular Weight:
429.47 (anhydrous basis)
Beilstein:
5664178
EC Number:
250-597-9
MDL number:
MFCD00149318
UNSPSC Code:
12352204
PubChem Substance ID:
24895469
NACRES:
NA.32

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

acetic acid: ~50 mg/mL

storage temp.

−20°C

SMILES string

O.CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)c2ccccc2)C(O)=O

InChI

1S/C21H27N5O5.H2O/c1-13(2)8-17(21(30)31)26-20(29)16(9-15-10-22-12-24-15)25-18(27)11-23-19(28)14-6-4-3-5-7-14;/h3-7,10,12-13,16-17H,8-9,11H2,1-2H3,(H,22,24)(H,23,28)(H,25,27)(H,26,29)(H,30,31);1H2/t16-,17-;/m0./s1

InChI key

NWOJMNXIJBZMPK-QJHJCNPRSA-N

Gene Information

human ... ACE(1636) , ACE2(59272)
mouse ... ACE3(217246)
rat ... ACE(11421) , ACE2(70008) , ACE3(498012)

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Amino Acid Sequence

NBz-Gly-His-Leu

Application

N-Hippuryl-His-Leu hydrate has been used in the measurement of angiotensin-converting enzyme (ACE) inhibitory activity using oyster hydrolysates, semimembranosus muscle samples, and rabbit lung acetone powder.

Biochem/physiol Actions

N-Hippuryl-His-Leu hydrate (HHL) can be used as an artificial substrate for angiotensin-converting enzyme (ACE).

Substrates

Substrate for angiotensin converting enzyme.

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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A Tiengo et al.
Journal of food science, 74(5), H121-H126 (2009-08-04)
Amaranth seeds have been considered as an excellent alternative or complementary source of food protein due to their balanced amino acid composition. However, their potential as a source of bioactive peptides has not been explored. The present study is aimed
In Silico Elucidation of the Molecular Recognition of Phenol Derivative Compounds and Hippuryl-histidyl-leucine as an Artificial Substrate with the Experimental Target: Angiotensin-converting Enzyme
Vazquez-Valaldez VH, et al.
Letters in Drug Design & Discovery (2020)
Flávia Giacometti Cavalheiro et al.
Food chemistry, 333, 127482-127482 (2020-07-14)
In order to evaluate differences in the peptide profile and bioactive potential in dairy products, by increasing the protein content and using proteolytic bacteria strain to enable the release of bioactive peptides, a high-protein yogurt with adjunct culture was developed.
Ida-Johanne Jensen et al.
Meat science, 96(2 Pt A), 916-921 (2013-11-12)
The aims of this study were to evaluate and compare proximate composition, antihypertensive activity and antioxidative capacity of the semimembranosus muscle from pork and beef and to study how these characteristics were affected by household preparation and subsequent digestion. The
Darcy R Flora et al.
Endocrinology, 151(6), 2769-2776 (2010-04-13)
Natriuretic peptide receptor-A (NPR-A), also known as guanylyl cyclase-A, is a transmembrane receptor guanylyl cyclase that is activated by the cardiac hormones atrial natriuretic peptide and B-type natriuretic peptide. Although ligand-dependent NPR-A degradation (also known as down-regulation) is widely acknowledged
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