diff --git a/go.mod b/go.mod
index 1c866c7e92..2b9529aedf 100644
--- a/go.mod
+++ b/go.mod
@@ -15,6 +15,7 @@ require (
 	github.com/google/uuid v1.1.1
 	github.com/grpc-ecosystem/go-grpc-middleware v1.1.0
 	github.com/opentracing/opentracing-go v1.1.0
+	github.com/pingcap/errors v0.11.5-0.20201126102027-b0a155152ca3
 	github.com/pingcap/failpoint v0.0.0-20210316064728-7acb0f0a3dfd
 	github.com/pingcap/goleveldb v0.0.0-20191226122134-f82aafb29989
 	github.com/pingcap/kvproto v0.0.0-20210915062418-0f5764a128ad
diff --git a/integration_tests/2pc_test.go b/integration_tests/2pc_test.go
index f28bbb29e3..c2e1d11e44 100644
--- a/integration_tests/2pc_test.go
+++ b/integration_tests/2pc_test.go
@@ -1550,3 +1550,51 @@ func (s *testCommitterSuite) TestCommitMultipleRegions() {
 	}
 	s.mustCommit(m)
 }
+
+func (s *testCommitterSuite) TestNewlyInsertedMemDBFlag() {
+	ctx := context.Background()
+	txn := s.begin()
+	memdb := txn.GetMemBuffer()
+	k0 := []byte("k0")
+	v0 := []byte("v0")
+	k1 := []byte("k1")
+	k2 := []byte("k2")
+	v1 := []byte("v1")
+	v2 := []byte("v2")
+
+	// Insert after delete, the newly inserted flag should not exist.
+	err := txn.Delete(k0)
+	s.Nil(err)
+	err = txn.Set(k0, v0)
+	s.Nil(err)
+	flags, err := memdb.GetFlags(k0)
+	s.Nil(err)
+	s.False(flags.HasNewlyInserted())
+
+	// Lock then insert, the newly inserted flag should exist.
+	lockCtx := &kv.LockCtx{ForUpdateTS: txn.StartTS(), WaitStartTime: time.Now()}
+	err = txn.LockKeys(context.Background(), lockCtx, k1)
+	s.Nil(err)
+	err = txn.Set(k1, v1)
+	s.Nil(err)
+	flags, err = memdb.GetFlags(k1)
+	s.Nil(err)
+	s.True(flags.HasNewlyInserted())
+
+	// Lock then delete and insert, the newly inserted flag should not exist.
+	err = txn.LockKeys(ctx, lockCtx, k2)
+	s.Nil(err)
+	err = txn.Delete(k2)
+	s.Nil(err)
+	flags, err = memdb.GetFlags(k2)
+	s.Nil(err)
+	s.False(flags.HasNewlyInserted())
+	err = txn.Set(k2, v2)
+	s.Nil(err)
+	flags, err = memdb.GetFlags(k2)
+	s.Nil(err)
+	s.False(flags.HasNewlyInserted())
+
+	err = txn.Commit(ctx)
+	s.Nil(err)
+}
diff --git a/internal/unionstore/memdb.go b/internal/unionstore/memdb.go
index cd0703e060..1348922593 100644
--- a/internal/unionstore/memdb.go
+++ b/internal/unionstore/memdb.go
@@ -188,7 +188,7 @@ func (db *MemDB) Get(key []byte) ([]byte, error) {
 		panic("vlog is resetted")
 	}
 
-	x := db.traverse(key, false)
+	x, _ := db.traverse(key, false)
 	if x.isNull() {
 		return nil, tikverr.ErrNotExist
 	}
@@ -201,7 +201,7 @@ func (db *MemDB) Get(key []byte) ([]byte, error) {
 
 // SelectValueHistory select the latest value which makes `predicate` returns true from the modification history.
 func (db *MemDB) SelectValueHistory(key []byte, predicate func(value []byte) bool) ([]byte, error) {
-	x := db.traverse(key, false)
+	x, _ := db.traverse(key, false)
 	if x.isNull() {
 		return nil, tikverr.ErrNotExist
 	}
@@ -220,7 +220,7 @@ func (db *MemDB) SelectValueHistory(key []byte, predicate func(value []byte) boo
 
 // GetFlags returns the latest flags associated with key.
 func (db *MemDB) GetFlags(key []byte) (kv.KeyFlags, error) {
-	x := db.traverse(key, false)
+	x, _ := db.traverse(key, false)
 	if x.isNull() {
 		return 0, tikverr.ErrNotExist
 	}
@@ -314,7 +314,7 @@ func (db *MemDB) set(key []byte, value []byte, ops ...kv.FlagsOp) error {
 	if len(db.stages) == 0 {
 		db.dirty = true
 	}
-	x := db.traverse(key, true)
+	x, isNewNode := db.traverse(key, true)
 
 	if len(ops) != 0 {
 		flags := kv.ApplyFlagsOps(x.getKeyFlags(), ops...)
@@ -328,6 +328,18 @@ func (db *MemDB) set(key []byte, value []byte, ops ...kv.FlagsOp) error {
 		return nil
 	}
 
+	// Mark the node for these two situations:
+	// 1. The node is created by an insert operation and there's no old value in the memdb and storage before.
+	// 2. The node is locked and then inserted.
+	// The node marked with `SetNewlyInserted` flag could be turned into an `Op_Lock` operation or discarded
+	// in the commit mutation generation phase, it's used to optimize the "delete-your-write" case so no dangling
+	// delete record, check https://github.com/pingcap/tidb/issues/27564 for details.
+	if len(value) > 0 {
+		if isNewNode || (x.vptr.isNull() && x.getKeyFlags().HasLocked()) {
+			x.setKeyFlags(kv.ApplyFlagsOps(x.getKeyFlags(), kv.SetNewlyInserted))
+		}
+	}
+
 	db.setValue(x, value)
 	if uint64(db.Size()) > db.bufferSizeLimit {
 		return &tikverr.ErrTxnTooLarge{Size: db.Size()}
@@ -360,7 +372,7 @@ func (db *MemDB) setValue(x memdbNodeAddr, value []byte) {
 
 // traverse search for and if not found and insert is true, will add a new node in.
 // Returns a pointer to the new node, or the node found.
-func (db *MemDB) traverse(key []byte, insert bool) memdbNodeAddr {
+func (db *MemDB) traverse(key []byte, insert bool) (memdbNodeAddr, bool) {
 	x := db.getRoot()
 	y := memdbNodeAddr{nil, nullAddr}
 	found := false
@@ -379,7 +391,7 @@ func (db *MemDB) traverse(key []byte, insert bool) memdbNodeAddr {
 	}
 
 	if found || !insert {
-		return x
+		return x, false
 	}
 
 	z := db.allocNode(key)
@@ -471,7 +483,7 @@ func (db *MemDB) traverse(key []byte, insert bool) memdbNodeAddr {
 	// Set the root node black
 	db.getRoot().setBlack()
 
-	return z
+	return z, true
 }
 
 //
diff --git a/internal/unionstore/memdb_snapshot.go b/internal/unionstore/memdb_snapshot.go
index 6d17bf6102..d30249551c 100644
--- a/internal/unionstore/memdb_snapshot.go
+++ b/internal/unionstore/memdb_snapshot.go
@@ -73,7 +73,7 @@ type memdbSnapGetter struct {
 }
 
 func (snap *memdbSnapGetter) Get(key []byte) ([]byte, error) {
-	x := snap.db.traverse(key, false)
+	x, _ := snap.db.traverse(key, false)
 	if x.isNull() {
 		return nil, tikverr.ErrNotExist
 	}
diff --git a/internal/unionstore/memdb_test.go b/internal/unionstore/memdb_test.go
index d5d6824070..930160aeb1 100644
--- a/internal/unionstore/memdb_test.go
+++ b/internal/unionstore/memdb_test.go
@@ -41,9 +41,11 @@ import (
 	"fmt"
 	"testing"
 
+	"github.com/pingcap/errors"
 	leveldb "github.com/pingcap/goleveldb/leveldb/memdb"
 	"github.com/stretchr/testify/assert"
 	"github.com/stretchr/testify/require"
+	tikverr "github.com/tikv/client-go/v2/error"
 	"github.com/tikv/client-go/v2/kv"
 )
 
@@ -55,7 +57,7 @@ func init() {
 
 // DeleteKey is used in test to verify the `deleteNode` used in `vlog.revertToCheckpoint`.
 func (db *MemDB) DeleteKey(key []byte) {
-	x := db.traverse(key, false)
+	x, _ := db.traverse(key, false)
 	if x.isNull() {
 		return
 	}
@@ -838,3 +840,95 @@ func TestBufferLimit(t *testing.T) {
 	err = buffer.Delete(make([]byte, 500))
 	assert.NotNil(err)
 }
+
+func mustPut(t *testing.T, db *MemDB, key []byte, value []byte) {
+	assertions := assert.New(t)
+	err := db.set(key, value)
+	assertions.Nil(err)
+
+	retV1, err := db.Get(key)
+	assertions.Nil(err)
+	assertions.Equal(value, retV1)
+}
+
+func mustDelete(t *testing.T, db *MemDB, key []byte) {
+	assertions := assert.New(t)
+	err := db.Delete(key)
+	assertions.Nil(err)
+
+	retV1, err := db.Get(key)
+	assertions.Nil(err)
+	assertions.Equal(tombstone, retV1)
+}
+
+func mustGetNone(t *testing.T, db *MemDB, key []byte) {
+	assertions := assert.New(t)
+	_, err := db.Get(key)
+	assertions.Equal(errors.Cause(err), tikverr.ErrNotExist)
+}
+
+func mustGetVal(t *testing.T, db *MemDB, key []byte, value []byte) {
+	assertions := assert.New(t)
+	val, err := db.Get(key)
+	assertions.Nil(err)
+	assertions.Equal(value, val)
+}
+
+func mustNewlyInsertedFlag(t *testing.T, db *MemDB, key []byte, exist bool) {
+	assertions := assert.New(t)
+	flags, err := db.GetFlags(key)
+	assertions.Nil(err)
+	if exist {
+		assertions.True(flags.HasNewlyInserted())
+	} else {
+		assertions.False(flags.HasNewlyInserted())
+	}
+}
+
+func TestNewlyInsertedFlag(t *testing.T) {
+	db := newMemDB()
+	h := db.Staging()
+
+	// Delete the key after put, the NewlyInserted Flag should be kept.
+	k1 := []byte("x")
+	k2 := []byte("y")
+	k3 := []byte("z")
+	v1 := make([]byte, 2)
+	v2 := make([]byte, 3)
+	v3 := make([]byte, 4)
+	mustPut(t, db, k1, v1)
+	mustNewlyInsertedFlag(t, db, k1, true)
+	mustDelete(t, db, k1)
+	mustNewlyInsertedFlag(t, db, k1, true)
+	db.Cleanup(h)
+
+	// Put after delete, there should be no newly inserted flag.
+	h1 := db.Staging()
+	mustGetNone(t, db, k1)
+	mustDelete(t, db, k1)
+	mustGetVal(t, db, k1, tombstone)
+	mustPut(t, db, k1, v1)
+	mustNewlyInsertedFlag(t, db, k1, false)
+	mustPut(t, db, k1, v2)
+	mustNewlyInsertedFlag(t, db, k1, false)
+	db.Release(h1)
+
+	h2 := db.Staging()
+	mustGetVal(t, db, k1, v2)
+	mustDelete(t, db, k1)
+	mustNewlyInsertedFlag(t, db, k1, false)
+	mustDelete(t, db, k2)
+	mustNewlyInsertedFlag(t, db, k2, false)
+	mustPut(t, db, k2, v2)
+	mustNewlyInsertedFlag(t, db, k2, false)
+	mustPut(t, db, k3, v3)
+	mustNewlyInsertedFlag(t, db, k3, true)
+	mustPut(t, db, k3, v2)
+	mustNewlyInsertedFlag(t, db, k3, true)
+	mustDelete(t, db, k3)
+	mustNewlyInsertedFlag(t, db, k3, true)
+	db.Release(h2)
+
+	mustNewlyInsertedFlag(t, db, k3, true)
+	mustNewlyInsertedFlag(t, db, k2, false)
+}
diff --git a/kv/keyflags.go b/kv/keyflags.go
index 133e5079eb..8bbba0440f 100644
--- a/kv/keyflags.go
+++ b/kv/keyflags.go
@@ -49,6 +49,7 @@ const (
 	flagPrewriteOnly
 	flagIgnoredIn2PC
 	flagReadable
+	flagNewlyInserted
 
 	persistentFlags = flagKeyLocked | flagKeyLockedValExist
 )
@@ -98,6 +99,11 @@ func (f KeyFlags) AndPersistent() KeyFlags {
 	return f & persistentFlags
 }
 
+// HasNewlyInserted returns whether the in-transaction key is generated by an "insert" operation.
+func (f KeyFlags) HasNewlyInserted() bool {
+	return f&flagNewlyInserted != 0
+}
+
 // ApplyFlagsOps applys flagspos to origin.
 func ApplyFlagsOps(origin KeyFlags, ops ...FlagsOp) KeyFlags {
 	for _, op := range ops {
@@ -126,6 +132,8 @@ func ApplyFlagsOps(origin KeyFlags, ops ...FlagsOp) KeyFlags {
 			origin |= flagIgnoredIn2PC
 		case SetReadable:
 			origin |= flagReadable
+		case SetNewlyInserted:
+			origin |= flagNewlyInserted
 		}
 	}
 	return origin
@@ -160,4 +168,6 @@ const (
 	SetIgnoredIn2PC
 	// SetReadable marks the key is readable by in-transaction read.
 	SetReadable
+	// SetNewlyInserted marks the key is newly inserted with value length greater than zero.
+	SetNewlyInserted
 )
diff --git a/txnkv/transaction/2pc.go b/txnkv/transaction/2pc.go
index 229f9de914..b53524dc14 100644
--- a/txnkv/transaction/2pc.go
+++ b/txnkv/transaction/2pc.go
@@ -438,10 +438,21 @@ func (c *twoPhaseCommitter) initKeysAndMutations() error {
 					checkCnt++
 					memBuf.UpdateFlags(key, kv.SetPrewriteOnly)
 				} else {
-					// normal delete keys in optimistic txn can be delete without not exists checking
-					// delete-your-writes keys in pessimistic txn can ensure must be no exists so can directly delete them
-					op = kvrpcpb.Op_Del
-					delCnt++
+					if flags.HasNewlyInserted() {
+						// The delete-your-write keys in pessimistic transactions, only lock needed keys and skip
+						// other deletes for example the secondary index delete.
+						// Here if `tidb_constraint_check_in_place` is enabled and the transaction is in optimistic mode,
+						// the logic is same as the pessimistic mode.
+						if flags.HasLocked() {
+							op = kvrpcpb.Op_Lock
+							lockCnt++
+						} else {
+							continue
+						}
+					} else {
+						op = kvrpcpb.Op_Del
+						delCnt++
+					}
 				}
 			}
 		}