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Glutaraldehyde → 7-Amino-2-propylheptanoic acid

HRID 325818
Notes
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Reaction equation

HRID 325818 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]([CH2:12][CH2:13][CH3:14])[C:9]([OH:11])=[O:10].C(=O)CCCC=O.N[C@H](C(O)=O)CCCCN>P([O-])([O-])([O-])=O>[NH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]([CH2:12][CH2:13][CH3:14])[C:9]([OH:11])=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3485GlutaraldehydeHCID 5962L-LysineHCID 867393577-Amino-2-propylheptanoic acid hydrochloride

Product 1

HCID 133135067-Amino-2-propylheptanoic acid

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Procedure

BSA(Bovine Serum Albumin fraction V, Armour Pharm.Co.,600 mg) was dissolved in 0.2 M phosphate buffer (pH 7.0,30 ml). To the solution was added an aqueous solution (adjusted to pH 7.0 with NaHCO3, 30 ml) of 7-amino-2-propylheptanoic acid hydrochloride (prepared in Example 1, 180 mg), followed by the dropwise addition of 0.02 M aqueous glutaraldehyde solution (30 ml). The mixture was stirred for 2 hours at ambient temperature. After adding 1 M lysine solution (pH 7.5,3.0 ml), the mixture was further stirred for an hour and dialyzed for 48 hours against 0.15 M sodium chloride solution (2 liters) at 4° C., while the outer solution was renewed four times, then dialyzed against deionized water (2 liters) for 24 hours. The dialyzed solution was lyophilized to give the conjugate (550 mg).

Workup

  1. stirringthe mixture was further stirred for an hour
  2. customdialyzed for 48 hours against 0.15 M sodium chloride solution (2 liters) at 4° C., while the outer solution
  3. customdialyzed against deionized water (2 liters) for 24 hours
  4. customto give the conjugate (550 mg)

Sources & evidence

ORD record
ord-b124b635e9164b098f0727469b746cb7
Source dataset
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04443365

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes