Basic information
- Standard SMILES
CC(C)C[C@H](NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)CNC(=O)c1ccccc1)C(=O)O- InChIKey
AAXWBCKQYLBQKY-IRXDYDNUSA-N- Molecular formula
- C21H27N5O5
- Average molar mass
- 429.5 g/mol
- Monoisotopic mass
- 429.20121896
Overview
synthetic substrate for angiotensin converting enzyme; used in affinity chromatography
Names & identifiers
- Preferred name
- hippuryl-L-histidyl-L-leucine
- IUPAC
- (2S)-2-[[(2S)-2-[(2-benzamidoacetyl)amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoic acid
- English name
- Hippuryl-His-Leu
- Molecular formula
- C21H27N5O5
- Molecular weight
- 429.47
Names & synonyms
31373-65-6Hippuryl-histidyl-leucineHippuryl-L-histidyl-L-leucineBz-Gly-His-LeuHip-His-Leubenzoyl-glycyl-histidyl-leucineN-(N-(N-benzoylglycyl)-L-histidinyl)-L-leucinehippuryl-His-LeuRefChem:146465250-597-9Hippuryl-His-Leu-OHBz-Gly-His-Leu-OH
Show more names
H-HIP-HIS-LEU-OHBENZOYL-GLY-HIS-LEUHIPPURYL-HIS-LEU USP/EP/BP
(S)-2-((S)-2-(2-Benzamidoacetamido)-3-(1H-imidazol-4-yl)propanamido)-4-methylpentanoic acidbenzoylglycyl-L-histidyl-L-leucine(2S)-2-[[(2S)-2-[(2-benzamidoacetyl)amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoic acid(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-[2-(phenylformamido)acetamido]propanamido]-4-methylpentanoic acidN-Benzoyl-Gly-L-His-L-Leu-OHDTXSID30953414EINECS 250-597-9MFCD00005205
Database identifiers
- CAS
31373-65-6- PubChem CID
- 94418
- DTXSID
DTXSID30953414- EC Number
- 250-597-9
- Nikkaji
- J278.101H
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 153 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 11
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 636
Physicochemical properties
- Boiling point
- 912.4 · 912.4±65.0 °C(Predicted)
- Density
- 1.283 · 1.283±0.06 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- 50 mg/mL, · acetic acid: 50 mg/mL, clear, colorless
- form
- powder
- pka
- 3.26 · 3.26±0.10(Predicted)
- color
- white to off-white
- Sequence
- Hippuryl-His-Leu-OH
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
- WGK Germany
- 3 · 3
- F
- 10 · 10-21
Safety & regulation
Safety data
- F
- 10-21
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
UsesHippuryl-His-Leu-OH is a substrate for detecting the activity of angiotensin I converting enzyme. The His-Leu released by Hippuryl-His-Leu-OH can react with o-phtbaldialdehyde or Fluorescamine (HY-D0715) for fluorescence detection[1][2][3].
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Related reactions
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